bluuebunny/crossref_metadata_2025_split huggingface dataset:
Synthesis of novel C‐2 substituted pyrimidine nucleoside analogs
Authors: Dunkel Martin , Dan Cook P. , Acevedo Oscar L. 
Published: March 2009

AbstractA series of 2‐(2‐oxoalkylidene)‐4(1H)‐pyrimidinone nucleoside analogs were synthesized by the addition of the lithium enolates of methylketones to 2,5′‐ and 2,2′‐anhydrouridines and to 2,5′‐anhydrothymidines. Alternatively, 2‐thiouridine was alkylated with bromomethyl ketones to yield 2‐(2‐oxoalkyl)thio‐4(1H)‐pyrimidinone ribofuranosides in good yields. These intermediates were subsequently transformed into the title compounds via an Eschenmoser sulfur extrusion reaction. The 2‐(2‐oxoalkylidene)‐4‐(1H)‐pyrimidinone nucleoside analogs exhibit enol proton signals in their 1H nmr spectra indicative of hydrogen bonding between N‐3 and keto oxygen. These structures offer functional groups with potential for Watson‐Crick hydrogen bonding.
Synthesis of saulatine
Authors: Kim Dong Chin , Yoon Won Hyung , Choi Hoon , Kim Dong H. 
Published: March 2009

AbstractA study directed toward the synthesis of saulatine (5,8,9,14a‐tetrahydro‐3,4,11,12‐tetramethoxy‐isoquino[1,2‐b]benzazepine‐6,14‐dione) is described. The successful synthetic route consists of three steps starting with 3,4‐dimethoxyphenethylamine and 2‐bromo‐(3,4‐dimethoxy‐2‐ethoxycarbomethylphenyl)‐acetate. It was found that the methoxy moieties present on the aromatic rings prohibit the use of the intramolecular Friedel‐Crafts reaction with a Lewis acid catalyst for ring construction because of their demethylation tendency under the reaction conditions.
Synthesis of 4‐[(1,3‐diaminopyrrolo[3′,4′:4,5]pyrido[2,3‐d]‐pyrimidin‐8‐yl)benzoyl]‐L‐glutamic acid as a potential antifolate
Authors: Su Tsann‐Long , Yang Yu‐Kun , Huang Jai‐Tung , Ren Wu‐Yun , Watanabe Kyoichi A. , Chou Ting‐Chao 
Published: March 2009

AbstractThis paper is dedicated to the memory of Professor Roland K. RobinsThe synthesis of 4‐[(1,3‐diaminopyrrolo[3′,4′:4,5]pyrido[2,3‐d]pyrimidin‐8‐yl)benzoyl]‐L‐glutamic acid (18), a potential antifolate and anticancer agent, has been achieved starting from 1,4‐dibromobutan‐2‐ol with alkyl p‐aminobenzoic acids. Condensation of these two agents gave 1‐(4‐alkoxycarbonylphenyl)pyrrolidin‐3‐ols 7a,b, which were oxidized to the corresponding pyrrolidin‐3‐one derivatives 8a,b. Compounds 8a,b were converted into 1,3‐diamino‐8‐(4‐alkoxycarbonylphenyl)‐7,8‐dihydro‐9H‐pyrrolo[3′,4′:4,5]pyrido[2,3‐d]pyrimidines 12a,b in 4 steps. Saponification of 12b the benzoate ester and coupling with di‐tert‐butyl glutamate afforded a mixture of 7,8‐dihydro product 16 and its aromatized derivative 17. Finally hydrolysis of esters 16 or 17 gave only the title compound 18. The 7,8‐dihydro tricyclic derivatives were easily air‐oxidized to form their fully aromatized compounds. The title compound 18 was one tenth less active than MTX against HL‐60 cells in culture.
Reactions of ring‐expanded xanthines containing the imidazo[4,5‐e][1,4]diazepine ring system
Authors: Bhan Anila , Hosmane Ramachandra S. 
Published: March 2009

Abstract4,5,7,8‐Tetrahydro‐6H‐imidazo[4,5‐e][1,4]diazepine‐5,8‐dione underwent bromination at the 2‐position with or without substituents at the 3‐, 4‐ or 7‐position, using bromine, N‐bromosuccinimide, or acetyl hypobro‐mite. The activation of position 6 with an ester functionality, as in 7, did not alter the site of bromination. The base‐catalyzed bromination of the ring‐open precursor, diethyl 2‐[N‐(1‐benzyl‐5‐nitroimidazolyl‐4‐carbon‐yl)amino]malonate (5), resulted either in introduction of an alkoxy functionality in the above aminomalonate side‐chain, yielding 17 when the reaction was quenched with an alcohol, or in degradation of the side‐chain, yielding 1‐benzyl‐5‐nitroimidazole‐4‐carboxamide (19) when the reaction was quenched with water. Both 17 and 19 are formed by oxidative bromination of 5 via the bromo intermediate 15. An indirect evidence for the latter was obtained by base‐catalyzed methylation of 5 which gave diethyl 2‐methyl‐2‐[N‐(1‐benzyl‐5‐nitroimid‐azolyl‐4‐carbonyl)amino]malonate (21). The base‐catalyzed bromination of 5 with N‐bromosuccinimide gave rise to two products, the dimer 24a and the monomer 24b that contained the substituted 2,2‐diaminomalon‐ate side‐chain. The structure of 24b was confirmed by single‐crystal X‐ray diffraction analyses. Reduction of the 5‐nitro group of 17 to the corresponding amino derivative 25, followed by ring‐closure with sodium meth‐oxide/methanol, yielded three products, a 5:6‐fused system 26 and two 5:7 fused systems 27 and 28. The structures of 26 and 27 were confirmed by single‐crystal X‐ray diffraction analyses. A tentative reaction pathway for the formation of all three products has been proposed. Hydrolysis of 27 with aqueous hydrochloric acid resulted in ring‐opening to form 5‐amino‐1‐benzylimidazole‐4‐carboxamide (40). A mechanism for the hydrolysis reaction has been proposed. Catalytic hydrogenation of 5 in acetic acid yielded the aminoimidazo‐lone derivative 11 which upon ring‐closure with sodium methoxide in methanol produced imidazo[4,5‐e][1,4]‐diazepine‐2,5,8‐trione (12).
Regioselective synthesis of 5‐unsubstituted benzyl pyrrole‐2‐carboxylates from benzyl isocyanoacetate
Authors: Ono Noboru , Katayama Hiromi , Nisyiyama Siho , Ogawa Takuji 
Published: March 2009

AbstractA general synthesis of 5‐unsubstituted benzyl pyrrole‐2‐carboxylates was developed based on the reaction of β‐nitroacetates with benzyl isocyanoacetate. The advantage of this route over other pyrrole syntheses was the regiochemical control of the substitution pattern on the pyrrole ring.
Synthesis and spectral properties of 6H‐2,7,7‐trimethyl‐4‐(o,p‐R‐phenylamino)‐7,8‐dihydrofuro[3,2‐c]azepines
Authors: Cortés Eduardo Cortés , Romero Eduardo Cortés , Taylor Alicia Domínguez 
Published: March 2009

AbstractThe preparation of nine novel 6H‐2,7,7‐trimethyl‐4(o‐,p‐R‐phenylamino)‐7,8‐dihydrofuro[3,2‐c]‐azepines with possible pharmacological activity is described. The structure of all products was corroborated by ir, 1H‐nmr and ms.
Synthesis of benzothiopyrano[4,3,2‐de]quinoline
Authors: Okabayashi Ichizo , Fujiwara Hidetoshi 
Published: March 2009

Abstract[1]Benzothiopyrano[4,3,2‐de]quinoline (13), a novel tetracyclic compound without substituents on the ring has been synthesized from 1‐amino‐9H‐thioxanthen‐9‐one (4) via 1‐ethoxycarbonylacetamido)‐9H‐thioxanthen‐9‐one (7) in six steps.
Synthesis of novel derivatives of 1H‐imidazo[1,2‐b]pyrazole as potential CNS‐agents
Authors: Vanotti E. , Fiorentini F. , Villa M. 
Published: March 2009

AbstractAs part of a preliminary study on novel 5‐HT3ligands, the synthesis of a series of 1H‐imidazo[1,2‐b]‐pyrazole derivatives is described. The bicyclic heteroaromatic nucleus was functionalized at positions 1, 6 and 7 to give the series of tropanyl derivatives4a‐g, 12a, 12d(Table 1). Different synthetic approaches were utilized to obtain the desired molecules: endo and exo 6‐amides4a, 12aand 6‐ester4brequired two independent schemes due to the opposite behavior of the intermediate imidazolide3towards tropine and tropanamine. The 7‐congeners, ester4c, its tropinium salt4e, the endo and exo amides4dand12dwere prepared from the known common precursor8[1], while derivatives4f‐g, originated by functionalizing position 1, were obtained from 1H‐imidazo[1,2‐b]pyrazole by directN‐acylation. Since the structural features of these molecules seemed to meet the main rules of the S.A.R. studies published so far [2‐5], they were evaluated “in vitro” for 5‐HT3receptor affinity (Table 2). The biochemical data show significant activity for derivatives4a‐e, 4g.These results are encouraging and justify further investigational work on this class of molecules.
Acetylation of a heterocyclic enaminonitrile: Unambiguous structural assignment using NMR methods
Authors: Dell Colin P. , Howe Trevor J. , Prowse Will G. 
Published: March 2009

AbstractUsing a combination of nmr techniques, the structure of the acetylation product of methyl 3‐[2‐amino‐3‐cyano‐9‐methoxy‐4H‐5,6‐dihydronaphtho[1,2‐b]pyran‐4‐yl] benzoate 2b has been shown to be the N‐acetyl derivative 5a, rather than the rearranged 2‐acetoxydihydropyridine 6a.
Chemistry of α‐(benzotriazol‐l‐yl)alkylpyridines. Unusual nucleophilic attack at c‐3a of the benzotriazolyl ring
Authors: Katritzky Alan R. , Yao Guowei , Rachwal Stanislaw 
Published: March 2009

AbstractLithiation of 2‐, 3‐ and 4‐[α‐(benzotriazol‐l‐yl)methyl]pyridines with butyllithium followed by reactions with electrophiles (alkyl halides, aldehydes, ethyl benzoate and diphenyl disulfide) gave the corresponding α‐sub‐stituted derivatives in good yields. Repetition of the reaction sequence allowed substitution of the second α‐proton by an electrophile. 2‐[α‐(Benzotriazol‐l‐yl)‐α‐(phenylthio)pentyl]pyridine thus obtained gave an unusual attack of the Grignard reagents at C‐3a of the benzotriazole system on treatment with arylmagnesium bromides.
General preparative synthesis of 2′‐O‐methylpyrimidine ribonucleosides
Authors: Ross B. S. , Springer R. H. , Vasquez G. , Andrews R. S. , Cook P. D. , Acevedo O. L. 
Published: March 2009

AbstractA convergent and general approach to synthesizing 2′‐O‐Methylpyrimidine ribonucleosides 4a‐e, 6,7 on a multigram scale is described which begins with an improved procedure for making larger quantities of 2‐O‐methyl‐1,3,5‐tri‐O‐benzoyl‐α‐D‐ribose. The sugar was reacted with the desired silylated pyrimidines at room temperature under Vorbrüggen conditions. The crude products contained less than 10% of the α anomers and the desired β anomers were isolated by crystallization. The blocked nucleosides were then deprotected and isolated by standard methods.
The reaction of methyl 3‐amino‐4‐cyano‐5‐methylthiothiophene‐2‐carboxylate with dmad. A new synthesis of polyfunctionalized quinolines
Authors: Tominaga Yoshinori , Luo Jiann‐Kuan , Castle Raymond N. 
Published: March 2009

AbstractThe Reaction of Methyl 3‐Amino‐4‐cyano‐5‐methylthiothiophene‐2‐carboxylate (2), which was prepared by the reaction of bis(methylthio)methylenepropanedinitrile (1) with methyl thioglycolate followed by dimethyl acetylenedicarboxylate (DMAD) in the presence of potassium carbonate in dimethyl sulfoxide gave the polyfunctionalized quinoline, pentamethyl 4‐amino‐5‐mercaptoquinoline‐2,3,6,7,8‐pentacarbox‐ylate (3). The oxidation of 3 with iodine in DMSO provided the novel ring system in the form of the derivative, pentamethyl 2H‐isothiazolo[3,4,5‐de]quinoline‐3,4,6,7,8‐pentacarboxylate (4).
Synthesis of some dibenzodiazepinone derivatives as potent and m2‐selective antimuscarinic compounds
Authors: Cohen Victor I. , Jin Biyun , Gitler Miriam S. , De Cruz Rosanna A. La , Rzeszotarski Waclaw J. , Zeeberg Barry R. , Baumgold Jesse , Reba Richard C. 
Published: March 2009

AbstractTwo series of 5‐[[4‐[4‐(dialkylamino)butyl]‐l‐cyclohexyl]acetyl], and 5‐[(dialkylamino)acyl]‐10,11‐dihydro‐5H‐ dibenzo[b,e][1,4]diazepin‐11‐ones were synthesized as potential m2‐selective ligands1,2.Their affinity and selectivity for the muscarinic cholinergic receptorm‐AChR subtypes were determined. Replacing a nitrogen with CH in the piperidine ring of 5‐[[4‐[4‐(dialkylamino)butyl]‐l‐piperidinyl]acetyl]‐10,11‐dihydro‐5H‐dibenzo‐[b,e][1,4]diazepin‐11‐ones3significantly altered the affinity and selectivity to the muscarinic receptor subtypes.
6,6‐Disubstituted furo[3,4‐c]isoxazoles and 7,7‐disubstituted pyrano‐[3,4‐c]isoxazoles from intramolecular cycloaddition reactions
Authors: Schneider Raphaël , Gérardin Philippe , Loubinoux Bernard 
Published: March 2009

AbstractThe reaction of β‐nitroenones with unsaturated alkoxides anions, followed by intramolecular 1,3‐dipolar cycloaddition, afforded in good yields 6,6‐disubstituted furo[3,4‐c]isoxazoles and 7,7‐disubstituted pyrano[3,4‐c]isoxazoles.
Reissert compound studies. LXVII. The pyrido[3,4‐b]pyrazine reissert compound
Authors: Duarte Frederick F. , Popp Frank D. 
Published: March 2009

AbstractThe pyrido[3,4‐b]pyrazine systems investigated were found to form Reissert compounds in the presence of an acyl halide (or chloroformate) and trimethylsilyl cyanide. Only the mono Reissert compounds were isolated. In the case of 2,3‐diphenylpyrido[3,4‐b]pyrazine (7), its reaction with benzene sulfonyl chloride and trimethylsilyl cyanide gave 5‐cyano‐2,3‐diphenylpyrido[3,4‐b]pyrazine (16). Alkylation of the Reissert compound 11 and analog 12 either directly gave the alkylated hetercyclic base or the alkylated Reissert analog compound.
Saturated heterocycles. Part 209. Synthesis of 1‐cyclohexyl‐substituted isoquinoline derivatives
Authors: Kóbor Jenő , Lázár János , Fölöp Ferenc , Bernáth GÁBor 
Published: March 2009

AbstractIn contrast with earlier literature data [7], both acrylic esters and acrylonitrile underwent Michael addition to l‐methyl‐3,4‐dihydroisoquinolines 1‐4 to yield the diesters 5‐9 or the dinitrile 10, respectively. Compounds 5‐10 were converted by Claisen condensation to 1‐[(3′‐methoxycarbonyl‐ or 1‐[(3′‐ethoxycarbonyl‐4′‐oxo)‐l'‐cyclohexyl]‐3,4‐dihydroisoquinoline derivatives 11‐16. Several derivatives of 12 were prepared. The new compounds possess various pharmacological actions.
Nucleophilic vinylic substitution of halocoumarins and halo‐l,4‐naphthoquinones with morpholine
Authors: Oh Changsok , Yi Inwoo , Park Kyong Pae 
Published: March 2009

AbstractReactions of morpholine with 4‐halocoumarins 1, 3‐halocoumarins 3, and 2‐halo‐l,4‐naphthoquinones 8 yield two different products, one where halogen is replaced by a nucleophile at the same carbon and the other where the nucleophile is attached to the vicinal carbon away from that bearing the halogen. It is considered that reactions proceeds through nucleophilic vinylic substitution by comparision of the reaction products and deuterium exchange experiments. Plausible mechanisms for these routes are suggested.
The reaction of N,N‐dimethyldichloromethyleniminium chloride (phosgeniminium chloride) with 6‐N‐arylaminouracils. A new and convenient “one pot” synthesis of l,3‐dimethyl‐5‐ dimethylaminopyrimido[4,5‐b]quinoline‐(1H,3H)‐2,4‐diones, 1,3‐dimethyl‐5‐chloropyrimido[4,5‐b]quinoline‐(1H,3H)‐2,4‐diones and 3‐methyl‐10‐alkyl‐5‐chloropyrimido[4,5‐b]quinoline‐(3H,10H)‐2,4‐diones (3‐methyl‐10‐alkyl‐5‐chloro‐5‐deazaflavins)
Authors: Kokel Bruno 
Published: March 2009

AbstractThe 1,1,1‐tricondensation of N,N‐dimethyldichloromethyleniminium chloride (phosgeniminium chloride) with various 1,3‐dimethyl‐6‐N‐arylaminouracils and 3‐methyl‐6‐N‐(alkylaryl)aminouracils, which gives only 5‐dimethylaminopyrimido[4,5‐b]quinoline‐2,4‐diones when performed in the presence of triethylamine, affords also the corresponding 5‐chloropyrimido[4,5‐b]quinoline‐2,4‐diones, including 3‐methyl‐10‐alkyl‐5‐chloro‐5‐deazaflavins, when carried out in the absence of a base and under appropriate solvent and temperature reaction conditions. With regard to the selectivity of the transformation, these reaction conditions have been found to be especially dependent on the nature and the position of the starting arylaminouracil substituents.
Remarkable selectivity in the reaction of l‐trityl‐2‐lithioimidazoles with t‐butyl halogenoacetates
Authors: Coutts Ian G. C. , Jieng Shende , Khandelwahl Ghanshyam D. , Wood Michael L. 
Published: March 2009

Abstract2‐Lithio‐1‐triphenylmethylimidazoles react with t‐butyl halogenoacetates to give a variety of products, the nature of which is cleanly determined by the halogen atom. With chloroacetate the products are chloromethyl ketones, while bromacetate gives di‐t‐butyl imidazolesuccinates, and iodoacetate yields iodoimidazoles. In each case 50% of the parent triphenylmethylimidazole is recovered from the reaction. When the triphenylmethyl substituent is replaced by the N,N‐dimethylsulfamoyl group, reaction with bro‐moacetate is suppressed, but t‐butyl chloroacetate and iodoacetate again give chloroketones and aryl iodides respectively.
Synthesis of oligonucleotides containing 7‐(2‐deoxy‐β‐d‐erythro‐pentofuranosyl)guanine and 8‐amino‐2′‐deoxyguanosine
Authors: Rao T. Sudhakar , Durland Ross H. , Revankar Ganapathi R. 
Published: March 2009

AbstractThe synthesis of oligonucleotides containing 7‐(2‐deoxy‐β‐D‐erythro‐pentofuranosyl)guanine and 8‐amino‐2′‐deoxyguanosine was accomplished. The viable intermediate N2‐isobutyryl‐7‐(2‐deoxy‐β‐D‐erythro‐pentofuranosyl)guanine (6) was prepared via a four step deoxygenation procedure from 7‐β‐D‐ribofuranosylguanine (1). The 5′‐hydroxyl group of 6 was protected as 4,4′‐dimethoxytrityl ether and then converted to the target phosphoramidite (8) via conventional phosphitylation procedure. The amino groups of 8‐amino‐2′‐deoxyguanosine (9) were protected in the form of N‐(dimethylainino)methylene functions to give the protected nucleoside 10, which was subsequently converted to the target phosphoramidite 12 via dimethoxytritylation followed by phosphitylation. The phosphoramidites 8 and 12 were incorporated into a 26‐mer and a 31‐mer G‐rich oligonucleotide using solid‐support, phosphoramidite methodology. Analysis of antiparallel triplex formation by the oligonucleotides containing 7‐(2‐deoxy‐β‐D‐erythro‐pentofura‐nosyl)guanine in place of 2′‐deoxyguanosine showed no enhancement in triple helix formation.
Synthesis of N‐substituted 3‐hydroxy‐2‐methyl‐4‐pyridones and ‐pyridonimines
Authors: Färber M. , Osiander H. , Severin T. 
Published: March 2009

AbstractCarbohydrates with 1,4 glycosidic bonds like maltose, lactose, dextrin or starch react with primary amines as well as amino acids or proteins to give i.e. 3‐hydroxy‐2‐methyl‐4‐pyridones 5 and 3‐hydroxy‐2‐methyl‐4‐pyridonimines 7. A generally applicable synthesis of compounds of this type is described. The pyridones 5 and pyridonimines 7 are strongly complexing agents. Molybdenum‐derivatives, for instance, are suitable as fairly stable oxidation catalysts.
Synthesis and photophysical properties of fluorescent 2‐aryl‐1,3‐dialkylbenzimidazolium ions and a l‐alkyl‐2‐arylbenzimidazole with excited state intramolecular proton‐transfer
Authors: Kauffman Joel M. , Khalaj Ali , Litak Peter T. , Novinski John A. , Bajwa Gurdip S. 
Published: March 2009

AbstractTo improve the solubility, photostability and fluorescence quantum yield (Φ) of 2‐arylbenzimidazolium ions the N‐1 hydrogen was replaced by an alkyl group before N‐3 was quatemized; this substitution did not reduce Φ, proving the absence of steric inhibition to attainment of coplanarity in the excited state. A related symmetrical 2,2′‐arylenebis(1,3‐dimethyldibenzimidazolium ion) had Φ = 0.86. The related 2,5‐bis(1‐methyl‐2‐benzimidazolyl)phenol had Φ = 0.38 at 22° as well as a very large Stokes' shift due to proton‐transfer. These findings supported a new insight into the electron distribution of the first excited singlet state of oligophenylenes. The compounds are of interest as laser dyes and scintillation fluors.
Formation of pyrimidine‐5‐carboxaldehydes, 1‐aminoethylene‐2,2‐dicarboxaldehyde and 2‐amino‐4‐anilino‐1,3,5‐triazine from triformylmethane and amidines
Authors: Takagi Kaname , Bajnati Abdelilah , Hubert‐Habart Michel 
Published: March 2009

AbstractTriformylmethane (1) reacted with benzamidine, guanidine and S‐methylisothiourea to give the corresponding 2‐substituted pyrimidines‐5‐carboxaldehydes. However, reactions of 1 with acetamidine (or for‐mamidine) and phenylbiguanide gave the unexpected 1‐aminoethylene‐2,2‐dicarboxaldehyde (5) and 2‐amino‐4‐anilino‐1,3,5‐triazine (9), respectively.
Synthesis of C‐4 substituted pyrimidine nucleoside analogs. Preparation of several 4‐(2‐oxoalkylidene)‐2(1H)‐pyrimidinone ribonucleosides
Authors: Acevedo Oscar L. , Andrews Robert S. , Dunkel Martin , Dan Cook P. 
Published: March 2009

AbstractA series of 4‐(1‐alkynyl)‐2(1H)‐pyrimidinone ribonucleosides were synthesized from the Pd‐catalyzed coupling of terminal alkynes to the 4‐chloropyrimidin‐2‐one ribonucleoside (2). These compounds were hydrated, using three different methods, to afford the 4‐(2‐oxoalkylidene)‐2(1H)‐pyrimidinones. The 4‐enol‐pyrimidin‐2‐one structure of the title compounds offers functional groups with the potential for Watson‐Crick hydrogen bonding.
1,4‐Benzodioxin‐2(3H)‐one and some of its derivatives
Authors: Sampson Peter , Crook Michelle , Piórko Adam 
Published: March 2009

AbstractThe methods of synthesis of 1,4‐benzodioxin‐2(3H)‐one have been reexamined. Frequently quoted in the literature the method of Ghosh has been found to give impure (2‐hydroxyphenoxy)acetic acid rather than the lactone. Using various methods some simple derivatives of the title lactone substituted in the benzene ring have been prepared and characterized. The bromination of the lactone with NBS gives predominantly 7‐bromo‐1,4‐benzodioxin‐2(3H)‐one under electrophilic conditions, while 6‐bromo‐1,4‐benzodioxin‐2(3H)‐one is obtained as a major isomer under photolytic conditions.
Synthesis and characterization of a novel unsymmetrical metal‐free phthalocyanine with donor‐acceptor substituents
Authors: Liu Yunqi , Zhu Daoben , Wada Tatsuo , Yamada Akira , Sasabe Hiroyuki 
Published: March 2009

AbstractA novel unsymmetrical metal‐free phthalocyanine with a nitro group as an acceptor substituent and three t‐butyl groups as donor groups, namely nitro‐tri‐t‐butylphthalocyanine (NtBuPc) was synthesized for the first time by mixed condensation of two corresponding diiminoisoindolines. The NtBuPc can be separated by common column chromatography on silica gel using chloroform‐hexane as the elution solvent. The structure was confirmed by elemental analysis, nmr, uv‐vis, ir and mass spectroscopy. No contamination of either symmetrical or other related phthalocyanines was observed.
Self‐condensation of ortho‐hydroxy‐β‐chloro‐β‐nitrostyrenes: Synthesis of some z‐11‐nitromethylene‐11H‐benzofurol[3,2‐b] benzopyrans
Authors: Dauzonne Daniel , Grandjean Cyrille 
Published: March 2009

AbstractThe triethylamine‐promoted self‐condensation of several 2‐(2‐chloro‐2‐nitroethenyl)phenols gives the so far unknown Z‐11‐Nitromethylene‐11H‐benzofuro[3,2‐b][1]benzopyrans.
Synthesis of new v‐triazolopyrimidinium salts
Authors: Bátori S. , Messmer A. 
Published: March 2009

AbstractNew v‐triazolo[1,5‐α]‐ and v‐triazolo[1,5‐c]pyrimidinium salts 12a‐e, 13a‐c have been synthesized via oxidation (i.e. cyclodehydrogenation) of the appropriate pyrimidyl ketone arylhydrazones 3a‐e, 6a‐c using TBB (2,4,4,6‐tetrabromocyclohexa‐2,5‐dien‐1‐one) as the reagent. The arylhydrazones were obtained by standard reactions; the Grignard reaction of 2‐cyano‐ and 4‐cyanopyrimidine 1a,b, 4a‐c gave 2‐pyrimidyl‐ and 4‐pyrimidyl ketones 2a‐e, 5a‐c, which reacted with arylhydrazines to yield the desired ketone arylhydrazones 3a‐e, 6a‐c.
New pyrimidino‐crown ether ligands
Authors: Redd J. Ty , Bradshaw Jerald S. , Huszthy Peter , Izatt Reed M. 
Published: March 2009

AbstractEight new macrocyclic ligands containing the pyrimidine subcyclic unit (3‐10, Figure 1) have been prepared. Two of these new crown ethers are chiral. Pyrimidino‐crowns 3‐8 were prepared by treating the di‐tosylate derivative of the appropriate oligoethylene glycol with 4‐methoxy‐5‐raethyl‐2,6‐pyrimidinedimeth‐anol in basic conditions. The yields were in the 30‐50% range giving the crowns as viscous oils. Chiral dimethyl‐substituted pyrimidino‐crown 9 was prepared from 4‐methoxy‐5‐methyl‐2,6‐pyrimidinedimethyl di‐tosylate and chiral dimethyl‐substituted tetraethylene glycol. Treatment of dimethyl 4‐methoxy‐5‐methyl‐2,6‐pyrimidinedicarboxylate with the diamine derivative of chiral dibenzyl‐substituted tetraethylene glycol gave the chiral dibenzyl‐substituted pyrimidino‐crown diamide 10. Starting 4‐methoxy‐5‐methyl‐2,6‐pyrimidinedi‐methanol was prepared by a six step process from acetamidine hydrochloride and diethyl oxalpropionate.