bluuebunny/crossref_metadata_2025_split huggingface dataset:
Studies on the synthesis of heterocyclic compounds. Part IX. Action of N,N‐dimethylformamide dimethylacetal on some oximino‐β‐dicarbonyl compounds
Authors: Plescia Salvatore , Daidone Giuseppe , Sprio Vincenzo 
Published: March 2009

Abstract3‐Oximino‐2,4‐pentanedione (1) and ethyl 2‐oximino‐3‐oxobutanoate (6) reacted with N,N‐dimethylformamide dimethylacetal (DFDA) to give 1,7‐bisdimethylamino‐3,5‐dioxo‐4‐methoximinohepta‐1,6‐diene (4) and ethyl 5‐dimethylamino‐2‐methoximino‐3‐oxo‐4‐pentenoate (8), respectively. When compounds 4 and 8 were treated with hydrazine hydrate, they gave O‐methyldipyrazol‐3(5)‐ylketoxime (5) and ethyl 2‐methoximino‐3(5)‐pyrazolylethanoate (9) together with its corresponding hydrazide 10, respectively. Upon action of DFDA on 3‐oximino‐2,4‐pentanedione (1) at ‐20° an explosive crystalline product was obtained. On the other hand, the reaction of 3‐acetoximino‐2,4‐pentanedione (11) with DFDA at ‐20° afforded a product which in ethanol solution, spontaneously deacetylated to give 1‐dimethylamino‐3,5‐dioxo‐4‐oximinohexa‐1‐ene (13). The structures of all the new compounds were assigned on the basis of satisfactory analytical and spectroscopic data.
Syntheses and transformations of some 1,2,4‐oxadiazolylpyrazines
Authors: Kočevar M. , Stanovnik B. , Tišler M. 
Published: March 2009

AbstractCyanopyrazines with an ortho‐ammo, oxo and other groups are transformed into the corresponding amidoximes. From these the corresponding 1,2,4‐oxadiazolyl derivatives can be prepared and interconversions to the corresponding pteridine 3‐oxides are described.
Synthesis and preliminary in vitro metabolic studies on N,N‐dimethyl‐N′‐2‐imidazolyl‐N′‐benzyl‐1,2‐ethanediamine, an analog of the carcinogenic antihistamine methapyrilene
Authors: Compernolle F. , Castagnoli N. 
Published: March 2009

AbstractThis paper describes the synthesis and preliminary metabolic studies on N,N‐dimethyl‐N′‐2‐imidazolyl‐N′‐benzyl‐1,2‐ethanediamine (compound 12), an imidazole analog of the carcinogenic antihistamine methapyrilene. The 2‐aminoimidazole starting material is carried through a five‐step reaction sequence which involves introduction of the benzyl and dimethylaminoethyl side chains via sequential acylation of the 2‐amino group and reduction of each intermediate amide. Metabolic studies on compound 12 and a d2‐analog were performed with rabbit liver microsomes. Chemical ionization mass spectral analysis indicates the presence of metabolites formed by N‐demethylation and imidazole C‐oxidation. In addition, a seven membered ring metabolite has been identified which apparently is formed by intramolecular cyclization of an intermediate methylene iminium ion.
Activated nitriles in heterocyclic synthesis. A novel synthesis of 1,2,4‐tnazol‐3‐oyl nitriles
Authors: Nada Afaf , Elfahham Hassan Attia , Mohamed Nadia Ragab , Elnagdi Mohamed Hilmy 
Published: March 2009

AbstractSynthesis of 1,2,4‐triazoloyl nitriles via reaction of 4‐phenylhydrazono‐2‐phenyl‐2‐oxazolin‐5‐one and 4‐phenylhydrazono‐2‐ethoxy‐2‐thiazolin‐5‐one with active methylene nitriles was accomplished. Some of the chemical properties of the nitriles obtained are reported.
Synthesis of 1‐benzylideneisoquinoline‐3,4‐diones
Authors: Castedo Luis , Estévez Ramón J. , Saá José M. , Suau Rafael 
Published: March 2009

AbstractThe synthesis of 1‐benzylideneisoquinoline‐3,4‐diones 7 is described for the first time. This has been achieved through two new methods based on the controlled oxidation of the isoquinoline nucleus of the corresponding 1‐benzylisoquinolin‐3‐ones.
Non‐Steroidal antiinflammatory agents. 1. A novel synthesis of 1‐methyl‐5‐p‐tolylpyrrole‐2‐acetic acid (tolmetin)
Authors: Artico Marino , Corelli Federico , Massa Silvio , Stefancich Giorgio 
Published: March 2009

AbstractA four‐step preparation of 1‐methyl‐5‐p‐totylpyrrole‐2‐acetic acid (Tolmetin) is reported starting from 1‐methyl‐2‐p‐tolylpyrrole. Formylation of this compound followed by condensation with methyl(methylthio)‐methyl sulfoxide furnished 1‐(methylsulfinyl)‐1‐methylthio‐2‐(1‐methyl‐5‐p‐tolyl‐2‐pyrrolyl)ethylene. Pummerer rearrangement of the latter compound gave ethyl 1‐methyl‐5‐p‐tolylpyrrole‐2‐acetate, which was hydrolyzed in alkaline medium to afford Tolmetin.
Mass spectra of some (Z)‐α‐Phenyl‐β‐(2‐thienyl)acrylonitriles
Authors: Carbone D. , Fisichella S. , Occhipinti S. , Scarlata G. 
Published: March 2009

AbstractThe mass spectra of some (Z)α‐(4‐R′‐phenyl)‐β‐(2‐thienyl‐5‐R)acrylonitriles (R = H, CH3, Br; R′ = H, CH3O, CH3, Cl, NO2) at 70 eV are reported. Mass spectra exhibit pronounced molecular ions. The compound's where R = H, and CH3 are characterized by the occurrence of a strong [M ‐ H]+ peak. Moreover, in all the compounds a m/z 177 peak occurs. In the compounds where R = H, [M ‐ HS]* and [M ‐ CHS]* ions are present except the nitroderivatives. Where R = CH3, [M ‐ HS]+ ion occurs.
The synthesis and hydrolysis of N‐benzyl‐S‐methylisothiazolidinium salts
Authors: Swank Darrel W. , Lambeth David O. 
Published: March 2009

AbstractA series of N‐benzyl‐S‐methylisothiazolidinium salts were obtained by iodinic oxidation of the corresponding N‐benzyl‐3‐methylthiopropylamines at neutral pH followed by their isolation as the chloride salts. The parent N‐benzyl‐3‐methylthiopropylamines were prepared by reacting substituted benzaldehydes with 3‐methylthiopropylamine and sodium cyanoborohydride. Acid hydrolysis of the isothiazolidinium salts resulted in their quantitative conversion to the corresponding N‐benzyl‐3‐methylsulfenylpropylamines. Although methylsulfenylpropylamine formation also predominated in alkaline solution, a significant fraction was converted to the parent benzaldehyde and presumably, 3‐methylthiopropylamine. The latter conversion is believed to involve opening of the isothiazolidine ring via an elimination reaction followed by hydrolysis of the resulting Schiff's base.
Studies on ketene and its derivatives. CXI . Photoreaction of diketene with 2(1H)‐quinolone derivatives
Authors: Chiba Takuo , Okada Minora , Kato Tetsuzo 
Published: March 2009

AbstractPhotoreaction of diketene with 4‐methyl‐2(1H)‐quinolone and 1,4‐dimethyl‐2(1H)‐quinolone gave 2R*,2aR*,SbR*‐ and 2R*,2aS*8bS*‐8b‐methyl‐3‐oxo‐1,2,2a,3,4,8b‐hexahydrocyclobuta[c]quinoline‐2‐spiro‐2′‐(oxetan)‐4′‐one (6a and 6b), and their 4‐methyl derivatives 7a and 7b, respectively. Thermolysis of compounds 6 and 7 afforded 2aR*,8bS*‐8b‐methyl‐2‐methylene‐3‐oxo‐1,2,2a,3,4,8b‐hexahydrocyclobuta[c]quinoline (8) and its 4‐methyl derivatives 9, respectively. Similarly, photolysis of diketene and 4‐acetoxy‐2(1H)‐quinolone gave 1R*,2aS*,8bS*‐ and 1R*,2aR*,8bR*‐8b‐acetoxy‐3‐oxo‐1,2,2a,3,4,8b‐hexahydrocyclobuta[c]‐quinoline (11a and 11b). Alcoholysis of compounds 11a and 11b with hydrogen chloride in methanol gave 1‐hydroxy‐1‐(methoxycarbonyl)methylcyclobuta[c]quinoline derivative 12 and 13 which were transformed to 4‐acetyl‐3‐methyl‐2(1H)‐quinolone (15) by further alcoholysis. Photoreaction of diketene with 2(1H)‐quinolone derivatives gave the corresponding cyclobuta[c]quinoline spirooxetanone derivatives 18 and 23, which, by thermolysis, were transformed to 2‐methylenecyclobuta[c]quinoline 23 and 25, respectively.
Reactions of N‐aminophthalimide with electrophiles. II. Preparation and properties of araldehyde hydrazones
Authors: Hearn Michael J. , Lucero Elena R. 
Published: March 2009

AbstractN‐Aminophthalimide (I) reacted with a variety of aromatic aldehydes to give the related arylideneaminophthalimides (III‐X), although typical ketones such as acetone and benzophenone did not under the specific conditions employed. Catalytic reduction of benzylideneaminophthalimide (III) led to N‐benzylaminophthalimide (XI), a stable acid‐free precursor of benzylhydrazine.
Opposite CD curves in chromophoric derivatives of 3‐substituted 5‐and 6‐membered cyclic amines
Authors: Bettoni Giancarlo , Cellucci Carla 
Published: March 2009

AbstractAbsolute configuration was assigned to 3‐isopropylpyrrolidine by chemical correlation with R‐3‐isopropylsuccinic acid. The comparison between CD curves of 3‐substituted piperidines, morpholines and pyrrolidine having the same chirality shows that the chiroptical properties of these five and six‐membered cyclic amine derivatives are opposite.
Synthesis of the p‐nitrophenyl ester of acridine‐2‐acetic acid
Authors: Kauffman Joel M. , Taraporewala Irach B. 
Published: March 2009

AbstractThe title compound, 8, which is expected to serve as a fluorescent substrate for α‐chymotrypsin, was prepared by esterification of acridine‐2‐acetic acid, 4, whose synthesis was achieved by two routes. One began with 4‐aminophenylacetic acid and proceeded through the acridanone‐2‐acetic acid, 3, in 49% yield overall. The other began with 4‐aminoacetophenone and proceeded through 2‐acetylacridanone, 6, in 3% yield overall.
Chemistry of the phenoxathiins and isosterically related heterocycles. XXV . Synthesis of 1,6‐diazathianthrene from 3‐mercaptopyridin‐2(1H)‐thione via a novel dehydrothiolation reaction in the presence of triethylamine
Authors: Puig‐Torres Salvador , Womack Charles H. , Martin Gary E. , Smith Keith 
Published: March 2009

AbstractThe generation of the dianion of 3‐mercaptopyridin‐2(1H)‐thione with triethylamine in N,N‐dimethylform‐amide followed by reaction in the presence of 2‐chloronitrobenzene fails to give 1‐azathianthrene which is formed in good yield when sodium hydride was employed as the base. The principle product isolated from the reaction was instead 1,6‐diazathianthrene. Mechanistic considerations are discussed.
Synthesis of 5,8‐dihydro‐5‐oxo‐2‐(3‐ or 4‐pyridinyl)‐pyrido[2,3‐d]pyrimidine‐6‐carboxylic acids and the reinvestigation of the thermal cyclization of diethyl (2‐hydroxy‐4‐pyrimidinyl)amino‐methylenemalonate
Authors: Singh Baldev , Lesher George Y. 
Published: March 2009

AbstractDiethyl [2‐(3‐ or 4‐pyridinyl)‐4‐pyrimidinyl]aminomethylenemalonates 5 prepared by the reaction between 2‐(3‐ or 4‐pyridinyl)‐4‐pyrimidinamines 3 and diethyl ethoxymethylenemalonate (4) were thermally cyclized to afford ethyl 5,8‐dihydro‐5‐oxo‐2‐(3‐ or 4‐pyridinyl)pyrido[2,3‐d]pyrimidine‐6‐carboxylates 6. The later were alkylated with ethyl iodide and then saponified to give 5,8‐dihydro‐8‐ethyl‐5‐oxo‐2‐(3‐ or 4‐pyridinyl)pyrido‐[2,3‐d]pyrimidine‐6‐carboxylic acids 2. Thermal cyclization of diethyl (2‐hydroxy‐4‐pyrimidinyl)amino‐methylenemalonate (8) gave ethyl 1,6‐dihydro‐4,6‐dioxo‐4H‐pyrimido[1,6‐a]pyrimidine‐3‐carboxylate (10) instead of ethyl 5,8‐dihydro‐2‐hydroxy‐5‐oxopyrido[2,3‐d]pyrimidine‐6‐carboxylate (9) as previously claimed.
1,2,4‐Triazines. 5. Regioselective N2‐amination of 3‐methylthio‐1,2,4‐triazin‐5(2H)‐ones. A new efficient synthesis of [1,2,4]triazolo[2,3‐b][1,2,4]triazin‐7(1H)‐one
Authors: Sanemitsu Yuzuru , Nakayama Yoshinori , Shiroshita Masao 
Published: March 2009

AbstractA regioselective synthesis of 2‐amino‐1,2,4‐triazinones (3a‐b) is reported, by reaction of 3‐methylthio‐1,2,4‐triazinones (1a‐b) with O‐(2,4‐dinitrophenyl)hydroxylamine (2), as an amino transfer agent. A spectroscopic study and an unequivocal synthesis of 2‐amino‐4‐methyl‐6‐phenyl‐1,2,4‐triazinone (8a) has shown the site of amination to be N2 of the 1,2,4,‐triazinone ring. Subsequent reaction of 2‐amino‐1,2,4‐triazinone (3b) with ammonium hydroxide, followed by ring closure with formic acid provided [1,2,4]triazolo[2,3‐b][1,2,4]triazin‐7 (1H)‐one (10).
Action d'organolithiens sur la méthyl‐2 quinoxaline. Etude de la réactivité des adduits
Authors: Mettey Yvette , Vierfond Jean‐Michel , Thai Claude , Miocque Marcel 
Published: March 2009

AbstractL'action d'organolithiens comme le butyllithium et le phényllithium sur la méthyl‐2 quinoxaline conduit soit à une métallation du méthyle soit à l'addition de l'organolithien sur une (ou sur les deux) liaisons imini‐ques du noyau pyrazinique suivie ou non de métallation du méthyle.L'addition d'eau (réaction A) au mélange réactionnel permet l'isolement de composés stables dihydro‐ou tétrahydroquinoxalines. L'addition d'électrophiles comme l'o‐chlorobenzonitrile (réactionB) ou le benzoate de méthyle (réactionC) livre des produits C ou N condensés à partir des intermédiates lithtés formes. Seul le benzoate de méthyle donne des produits de condensation à l'azote.
Pyrimidines. 6. 6‐trifluoromethyl chloropyrimidines and related compounds
Authors: Gershon Herman , Grefig Anthony T. , Scala Alfred A. 
Published: March 2009

AbstractA study of the chlorination of 6‐trifluoromethylpyrimidines was made. On sequential treatment of 6‐tri‐fluoromethyluracil (6) with phosphorus oxychloride and phosphorus pentachloride, 2,4‐dichloro‐6‐trifluoro‐methylpyrimidine (7) (25%) and 4‐chloro‐6‐trifluoromethylpyrimidin‐2‐yldichlorophosphate (8) (53%) were obtained. Compound 8 was converted to 7 by treatment with hydrogen chloride in phosphorus oxychloride in 72% yield. In a one‐pot synthesis, 77% of 7 was obtained from 6. The preparation of 2,4,5‐trichloro‐6‐tri‐fluoromethyluracil (16) proceeded similarly. Although the pyrimidinyldichlorophosphate ester has been proposed as the intermediate in converting a pyrimidinol to a chloropyrimidine, these are the first examples of such compounds to be isolated, characterized, and made to yield the ring‐chlorinated pyrimidines.
Hetarylpyrazoles. IV. Synthesis and reactions of 1,5′‐bipyrazoles
Authors: Khan Misbahul Ain , Freitas Antonio Carlos Carreira 
Published: March 2009

AbstractA number of 1, 5′‐bipyrazoles were obtained from the condensation of pyrazol‐5‐ylhydrazine and 1, 3‐dicarbonyl compounds. Electrophilic substitution reactions of these 1, 5′‐bipyrazoles occur at the four position of the pyrazole ring.
Reactions of the monoxides of 2,6‐disubstituted pyrazines with phosphoryl chloride and acetic anhydride
Authors: Ohta Akihiro , Imazeki Akiko , Itoigawa Yokho , Yamada Hiroko , Suga Chieko , Takagai Chiseko , Sano Hiroko , Watanabe Tokuhiro 
Published: March 2009

AbstractThe monoxides of 2, 6‐dimethyl‐(1), 2, 6‐diphenyl‐(2), and 2‐methyl‐6‐phenylpyrazines (3) were subjected to the reactions with phosphoryl chloride and acetic anhydride. Some reactions of the chloropyrazines and hydroxypyrazines obtained thus were also investigated.
Synthèse de nouvelles amidines bicycliques . Dérivés de la pyrimidine, de la quinazoline et de la diazépine‐1,3
Authors: Langlois Michel , Guilloneau Claude , Van Tri Vo , Jolly Raymond , Maillard Jacques 
Published: March 2009

AbstractLes auteurs décrivent la synthèse de pyrrolo [1,2‐α]pyridine et quelques homologues contenant un cycle pyridine ou azépine à la place du pyrrole. Ces composès sont prèparès par cylisation d'imiolactames avec des β‐cétoesters, des esters, aldéhydes ou cétones αβ‐insaturés ou du dicétèsne La possibilité d'obtention d' isomères est discutée.
Reactions of halogenoquinolizinium bromides with aniline, isopropylamine and liquid ammonia
Authors: Sanders G. M. , van Dijk M. , van der Plas H. C. , Konijn M. , Stam C. H. 
Published: March 2009

AbstractThe reactions of quinolizinium bromide (QB) and its four monobromo derivatives with aniline, isopropylamine and liquid ammonia have been investigated. With aniline 2‐ and 4‐bromo QB undergo substitution, whereas 1‐ and 3‐bromoQB do not react at all. With liquid ammonia all bromo derivatives and the parent compound react with ring opening. This diversity in the reaction course is explained in terms of the HSAB principle. 2‐BromoQB reacts with isopropylamine under formation of 2‐isopropylaminoQB. Two molecules of isopropylamine are involved in this substitution, as we isolated an intermediate: 1‐isopropylamino‐4(2‐pyridyl)‐3‐isopropyliminio‐1‐butene bromide (13). The structure of the latter compound was confirmed by X‐ray analysis.
A synthesis of 5‐oxo‐1,2,3,4‐tetrahydro[1,4]azepino‐[6,7,1 ‐kl]phenothiazine
Authors: Pinto Angelo C. , Schirch Paulo , Hollins Richard A. 
Published: March 2009

AbstractA synthesis of a new heterocyclic system (5) is described starting from 1‐carbomethoxyphenothiazine.
A short regiospecific total synthesis of furoventalene, a marine natural benzofuran
Authors: Bergstrom Donald E. , Reddy P. Anantha 
Published: March 2009

AbstractSynthesis of a naturally occurring irregular isoprenoid benzofuran, furoventalene (3), has been achieved in high yield via the nickel catalyzed coupling of 4‐methyl‐3‐penten‐1‐ylmagnesium bromide (1) with 3‐methyl‐6‐chlorobenzofuran (2).
The synthesis and characterisation of some 2,7‐diazaphenanthrene derivatives
Authors: Gill E. W. , Bracher A. W. 
Published: March 2009

Abstract2,7‐Diazaphenanthrene was synthesised in moderate yield by the modified Pomeranz‐Fritsch reaction by condensing diethoxyethanal with 1,4‐benzenebismethanamine, followed by ring closure with 20% oleum, and its spectral characteristics recorded. A similar reaction with diethyl 1,4‐benzenebis(3‐aminopropanoate) gave either 2,7‐diaza‐1,8‐dimethylphenanthrene or 2,7‐diaza‐1,8‐phenanthrenebis(methylsulphonic acid), depending on the conditions of the ring closure reaction. The bis methiodides of these compounds were tested for phospholipase A2 inhibitory action but were found to be inactive.
Sur l'orientation de la nitration des nitriles et amides coumariliques Bz‐méthoxylés
Authors: Bachelet Jean‐Pierre , Demerseman Pierre , Royer René 
Published: March 2009

AbstractLes nitrations directes des carboxamido‐2 ou cyano‐2 Bz‐méthoxy benzofurannes par l'acide nitrique dans l'anhydride acétique donnent toujours deux dérivés nitrés sur l'homocycle, en ortho ou éventuellement en para du méthoxyle, en proportions différentes selon les cas. Les nitro carboxamides et les nitro nitriles méthoxylés obtenus sont déméthylables par le chlorure de pyridinium. Leur hydrolyse en acides correspondants s'effectue sans déméthylation par l'acide sulfurique dilué et, à une exception pre̊s, avec déméthylation simultanée par la soude diluée.
2‐Benzazepines. 7. Synthesis of pyrimido[5,4‐d][2]benzazepines
Authors: Earley James V. , Fryer R. Ian , Gilman Norman W. 
Published: March 2009

AbstractTwo novel syntheses of pyrimido[5,4‐d][2]benzazepines are described. The first synthesis started with 3‐phenylphthalide which in three steps was converted to a functionalized pyrimidine which was cyclized to give the 2‐benzazepine ring system. The second approach used o‐benzoylbenzoic acid methyl ester as the starting material, which in four steps was converted to a functionalized pyrimidine which was cyclized to give a 2‐benzazepine. Pyrimido[5,4‐d][2]benzazepines have been found to have activity in standard central nervous system (CNS) pharmacological tests.
Synthesis of 1‐cyano‐2‐methylisoindole. A new route to isoindoles
Authors: D'Amico John J. , Stults B. Ray , Ruminski Peter G. , Wood Karl V. 
Published: March 2009

AbstractThe reaction of o‐phthaldehyde with potassium cyanide and methylamine hydrochloride afforded 1‐cyano‐2‐methylisoindole (1) in 92% yield. Possible mechanism and supporting nmr, ir, mass spectrum and single X‐ray structure analysis for 1 are discussed. The X‐ray study revealed that the true structure of 1 can best be represented as a resonance hybrid of the canonical forms a, b, c and d.
The reaction of 4‐alkyl‐3‐thiosemicarbazides with β‐haloketones
Authors: Jones Winton D. , Kane John M. , Sill Arthur D. 
Published: March 2009

AbstractThe reactions of 4‐alkyl‐3‐thiosemicarbazides with β‐halophenones and o‐halophenones gave 4,5‐dihydro‐N‐alkyl‐3‐phenyl‐1H‐pyrazole‐1‐carbothioaraides and 3‐phenyl‐1H‐indazoles, respectively.
Effect of metal ions in organic synthesis. Part XXXI. Synthesis of new 3‐carbonyl‐ and 3‐carboxy‐1‐heterocyclaminopyrroles by copper(II) chloride‐catalyzed reaction of heterocyclic azoalkenes
Authors: Attanasi Orazio , Filippone Paolino , Mei Amedeo , Serra‐Zanetti Franco 
Published: March 2009

AbstractThe direct synthesis of a new class of unknown 1‐heterocyclamino‐3‐carbonylpyrroles and 1‐heterocyclamino‐3‐carboxypyrroles by copper(II) chloride‐catalyzed reaction of heterocyclic conjugated azoalkene derivatives with β‐diketones and β‐ketoesters is reported.
Preparation and characterization of 16‐benzoylated tetraaza[14]annulenes
Authors: Sakata Kazunori , Tagami Hidetoshi , Hashimoto Mamoru 
Published: March 2009

AbstractThe condensation reaction between tetraaza[14]annulene (1) and a series of para‐substituted benzoyl chlorides led to the 16‐benzoylated corresponding products in 13–21% yields, but 1 was unreactive with alkyl acid chlorides and easily cleaved in macrocyclic framework. The mass spectra show the presence of molecular ion peaks which support the 16‐benzoylated products. A strong ir band due to the C = N stretching mode of the macrocyclic moiety was observed at 1610 cm−1 and shifted slightly toward higher energy upon benzoylation. An intense ir band which was associated with a C = 0 stretching mode was newly observed at 1640 cm1. The very strong absorption band about 29000 cm−1 was attributed to the π − π* transition and gave a slight shift to higher frequency on benzoylation. All proton signals except for methyl protons exhibit downfield shifts due to the deshielding effect of the substituted benzene ring, but the methyl proton peaks show upfield shifts due to the shielding effect caused by the magnetic anisotropy of the substituted benzene ring. The 13C nmr result is also in accord with that of 1H nmr.
2‐Chloro‐3H‐indol‐3‐one and its reactions with nucleophiles
Authors: Katritzky Alan R. , Fan Wei‐Qiang , Koziol Anna E. , Palenik Gus J. 
Published: March 2009

AbstractThe title compound reacts with N‐ and S‐nucleophiles to form 3‐substituted indol‐2‐ones, but with C‐nucleo‐philes to afford either these or the corresponding 2‐substituted indol‐3‐ones. This dichotomy of behavior is documented and rationalized.
A short and efficient synthesis of grisan
Authors: Kaufman Teodoro S. , Sindelar Robert D. 
Published: March 2009

AbstractA three‐step synthesis of grisan (spiro[benzofuran‐2(3H)‐1′‐cyclohexane]), using methoxymethoxybenzene and 1‐chloromethylcyclohexene as starting materials, is described.
Bis heterocycles as potential chemotherapeutic agents. X. Synthesis of bis(4‐arylthiosemicarbazido)‐, bis(2‐arylamino‐1,3,4‐thiadiazol‐5‐yl) and bis(4‐aryl‐1,2,4‐triazolin‐3‐thione‐5‐yl)pentanes and related compounds
Authors: Ram Vishnu J. , Mishra Lallan , Pandey N. H. , Kushwaha D. S. , Pieters Luc A. C. , Vlietinck Arnold J. 
Published: March 2009

AbstractSynthesis of several bis(4‐arylthiosemicarbazido‐ 1, bis(2‐arylamino‐1,3,4‐thiadiazol‐5‐yl)‐ 5 and bis(4‐aryl‐1,2,4‐triazolin‐3‐thione‐5‐yl)‐ 2 pentanes is described. Sulphides 3 and sulphones 4 are also prepared from 2 by alkylation and subsequent oxidation with hydrogen peroxide respectively.
Disentangling proton connectivity networks in highly overlapped1H‐NMR spectra of polynuclear aromatics using 1D‐HOHAHA
Authors: Shockcor John P. , Crouch Ronald C. , Martin Gary E. , Cherif Abdallah , Luo Jiann‐Kuan , Castle Raymond N. 
Published: March 2009

AbstractOne‐dimensional (1D) variants of two‐dimensional (2D) nmr techniques can frequently provide the required information in a much shorter period of time than the2Dexperiment from which they were derived. Application of the1Dhomonuclear Hartmann‐Hahn (1D‐HOHAHA) experiment to establish proton‐proton connectivity networks in highly overlapped four‐spin systems in the proton nmr spectra of polynuclear aromatics is described. Selective subspectra are contrasted to the data obtained in a COSY experiment on the same molecule, benzo[f][l]benzothieno[2,3‐c]quinoline. Results from the 1D‐HOHAHA technique are especially useful when component resonances from several spin systems are heavily overlapped. Relayed 1D‐HOHAHA provides the means of exploiting small, long range coupling pathways of polynuclear aromatics.
Heterocyclization of 2,4‐disubstituted thiosemicarbazides with haloketones
Authors: Tomita Yasuhiro , Kabashima Shigeru , Okawara Tadashi , Yamasaki Tetsuo , Furukawa Mitsuru 
Published: March 2009

Abstract2,4‐Disubstituted thiosemicarbazides were allowed to react with α‐bromoacetophenone to give the anticipated 2,3‐dihydro‐6H‐1,3,4‐thiadiazines, whereas with β‐propiophenone and γ‐butyrophenone to afford the unexpected 2,3‐dihydro‐1,3,4‐thiadiazole. The reaction mechanism was also discussed.