bluuebunny/crossref_metadata_2025_split huggingface dataset:
7,10A‐Methanocycloocta[c,d]indazoles: Diisophoranes incorporating the pyrazole ring system
Authors: Kurzer Frederick , Langer Stanley S. 
Published: March 2009

AbstractCompounds of the novel 7,10a‐methanocycloocta[c,d]indazole ring‐system 5, 7 are obtained by the action of hydrazines on 1‐chloro(or hydroxy)diisophor‐2,7‐en‐3‐ones 1–3. Their formulation agrees with their origin and their chemical and spectral characteristics. Analogous syntheses of two comparable ring‐systems include the production of a substituted 7,10a‐methanocycloocta[g,h][2,1]benzisoxazole 10 by a facile cyclodehydration of the oxime of diisophorone 9a, and that of the indole‐analogue 13 by the action of aniline on diisophorone‐1‐carboxylic acid 11.
Synthesis of 4‐aminocycloheptimidazoles
Authors: Ishida Noritoshi , Imafuku Kimiaki 
Published: March 2009

Abstract2‐Methyl‐ 1a, 2‐phenyl‐ 1b, and 2‐amino‐4‐(2‐methyl‐1,3‐dioxolan‐2‐yl)cycloheptimidazole (1c) were treated with hydrazoic acid to give the corresponding 4‐aminocycloheptimidazoles, respectively. However, the reaction of 4‐(2‐methyl‐1,3‐dioxolan‐2‐yl)cycloheptimidazole gave complex material. Some approaches to the synthesis of 4‐aminonocycloheptimidazole itself are also described.
Synthesis of fluorantheno[1,2‐b]thiophene and fluorantheno[3,2‐b]thiophene, isosteres of benzofluoranthenes
Authors: Lee‐Ruff E. , Chung Y. S. 
Published: March 2009

AbstractThe total syntheses of fluorantheno[1,2‐b]thiophene and fluorantheno[3,2‐b]thiophene are reported. The common cyclobutanone intermediate which was obtained by [2 + 2] addition of fluorenylidene ketene with 2,3‐dihydrothiophene underwent regioselectively α or β ring opening to lead to linear or angular PAC skeleton molecules under desired conditions. 2,3‐Dichloro‐5,6‐dicyanobenzoquinone was applied for aromatization to achieve the formation of PAC's. These two isosteres exhibit very similar uv/visible spectra to benzo[a] and [b]fluoranthenes respectively. Spectroscopic data used for their structural assignments is also discussed.
New tetracyclic compounds containing the β‐carboline moiety
Authors: Giudice Maria Rosaria Del , Gatta Franco , Settimj Guido 
Published: March 2009

AbstractOxidation of 1‐methyl‐3‐methoxycarbonyl‐β‐carboline with selenium dioxide gave 1‐formyl‐3‐methoxycarbonyl‐β‐carboline II. Compound II reacted with acetic or propionic anhydride to give easily the 2‐methoxycarbonyl‐6H‐indolo[3,2,1‐d,e][1,5]naphthyridin‐6‐ones III; reaction of II with some primary amines led to the formation of the Schiff bases IV, which were reduced to the 1‐aminomethyl‐3‐methoxycarbonyl‐β‐carbolines V with sodium borohydride.Cyclization of V with aqueous formaldehyde led to the pyrimido[3,4,5‐lm]pyrido[3,4‐b]indoles VI.Analogously, cyclization with formaldehyde, acetone or 1,1′‐carbonyldiimidazole of the 3‐aminomethyl‐ 1,2,3,4‐tetrahydro‐β‐carbolines VIII, obtained by reaction of 3‐methoxycarbonyl‐1,2,3,4‐tetrahydro‐β‐carboline VII with amines followed by lithium aluminium hydride reduction of the resulting amides, gave the imidazo[1′,5′‐1,6]pyrido[3,4‐b]indoles IX and X.Dieckmann cyclization of 3‐methoxycarbonyl‐2‐[(3‐ethoxycarbonyl)‐1‐propyl]‐1,2,3,4‐tetrahydro‐β‐carboline XI led to a 1:1 mixture of the β‐ketoesters XII and XIII, which underwent deethoxycarbonylation to 5,6,8,9,10,11,11a,12‐octahydroindolo[3,2‐b]quinolizin‐11‐one XIV.Finally, the polyphosphoric acid (or esters) catalyzed cyclization of the N‐acyl derivatives XVI of 3‐hydrazinocarbonyl‐β‐carboline XV led smoothly to the 3‐(1,3,4‐oxadiazol‐2‐yl)‐β‐carbolines XVII.
Synthesis of some fused triazoloquinolines
Authors: Ramalingam T. , Murty M. S. R. , Nageswar Y. V. D. , Sattur P. B. 
Published: March 2009

AbstractThe reaction of 3‐amino‐1,2,4‐triazolo[4,3‐a]quinoline (II) with diethyl ethoxymethylenemalonate and ethyl acetoacetate/ethyl trifluoroacetoacetate afforded 10‐carboethoxy‐9‐oxo‐9H‐pyrimido[1′,2′:1,5][1,2,4]triazolo‐[4,3‐a]quinoline (III) and 11‐methyl/trifluoromethyl‐9‐oxo‐9H‐pyrimido[1′,2′:1,5][1,2,4]triazolo[4,3‐a]quinoline (IV/V) respectively. 2‐Chloropyridine‐3‐carboxylic acid chloride reacted with II to yield 5‐oxo‐5H‐pyrido‐[3″,2″:5′,6′]pyrimido[1′,2′:1,5][1,2,4]triazolo[4,3‐a]quinoline (VII), a new ring system.
Acidity constants of benzimidazolium ketone and pyridinium aldehyde hydrates
Authors: Owen Terence C. 
Published: March 2009

AbstractAcidity constants (pKa) of the hydroxyl groups of the quaternary heterocyclonium carbinols 2‐hydroxy‐methyl‐1‐methylpyridinium and 2‐(1‐hydroxyethyl)‐1,3‐dimethylbenzimidazolium ions are 11.5 ± 0.5. Acidity constants of the corresponding gem diols, the hydrates of 2‐formyl‐1‐methyl‐pyridinium and 2‐acetyl‐1,3‐dimethylbenzimidazolium ions hence are estimated to be 9 ± 0.5. Accordingly, acidity constants of the hydroxyl groups of pyridine aldehyde salt hydrates are 12–13, not 4–5 as previously reported; and conversely, acidity constants of the pyridinium groups are 4–5, not 12–13.
The synthesis of benzofuroquinolines. VIII. Some halobenzofuro[2,3‐c]quinoline derivatives
Authors: Yamaguchi Seiji , Yokoi Takashi , Yamada Minoru , Arai Hitomi , Uchiuzo Yasuto , Kawase Yoshiyuki 
Published: March 2009

AbstractThree 2‐halo‐6(5H)‐benzofuro[2,3‐c]quinolinones 1 (X = F, Cl, Br) were synthesized in two procedures, photocyclization of N‐benzyl‐N‐(p‐halophenyl)‐2‐benzofurancarboxamides 3 (X = F, Cl, Br) and condensation of 2‐amino‐2′‐hydroxybenzophenones 7 (X = F, Cl, Br) with chloroacetonitrile. Three 2‐halo‐6‐methylbenzofuro[2,3‐c]quinolines 2 (X = F, Cl, Br) were also synthesized by the condensation of 2‐amino‐5‐halo‐2′‐hydroxybenzophenones 7 (X = F, Cl, Br) with chloroacetone.
Synthesis and chemical reactivity of c‐5 substituted 6,7‐bis‐(hydroxymethyl)‐1H‐pyrrolizine biscarbamate tumor inhibitors
Authors: Anderson Wayne K. , Mach Robert H. 
Published: March 2009

AbstractA series of C‐5 substituted pyrrolizine biscarbamate alkylating agents were synthesized and evaluated in an in vitro alkylation assay. Introduction of electron‐withdrawing substituents at the C‐5 position resulted in a dramatic decrease in chemical reactivity toward the model nucleophile 4‐(4‐nitrobenzyl)pyridine (NBP).
NMR Determination of absolute configurations in 2‐alkylthiazolidine‐4‐carboxylic acids
Authors: Restelli Angelo , Annunziata Rita , Pellacini F. , Ferrario F. 
Published: March 2009

AbstractThe condensation of L‐cysteine with enantiomerically pure aldehyde 2a and 2b afforded a mixture of 2‐substituted thiazolidine diastereomers 1a‐b and 1c‐d, respectively. The present paper deals with the use of nuclear Overhauser effect (nOe) in determining the absolute configurations of the stereocenters.
1,3‐Dipolar cycloadditions of alkyl azides with picryl isothiocyanate:Isolation of stable monoadducts
Authors: L'Abbá Gerrit , Brems Patrick , Albrecht Ernestine 
Published: March 2009

AbstractPicryl isothiocyanate (4), prepared in a two‐step sequence from picryl chloride (2), reacts smoothly with alkyl azides to yield 4‐alkyl‐5‐picrylimino‐1,2,3,4‐thiatriazolines 5 which are stable below 100°. These adducts combine with isocyanates in a bimolecular process with loss of nitrogen, similar to the formation of phenylimino derivatives but different from that of sulfonyliminothiatriazolines.
Porphyrins meso‐substituted with phenanthrene and 1,10‐phenanthroline
Authors: Kus Piotr , Knerr Gary , Czuchajowski Leszek 
Published: March 2009

AbstractMeso‐tetrakis(9‐phenanthryl)porphyrin and meso‐tetrakis(1,10‐phenanthrolin‐4‐yl)porphyrin were obtained and characterized by spectroscopy methods. The porphyrin containing phenanthroline substituents was formed with much smaller yield. It showed much slower progress of metallation with Cu(I) and Zn(II) ions than the phenanthreneporphyrin. While attachment of phenanthrene did not result in any meaningful changes in the uv vis spectrum when compared to other meso‐substituted tetraarylporphyrins (except that of [2.2]paracyclophanylporphyrin), the appearance of two N centers in each meso substituent substantially altered porphyrin absorption in the 530–600 nm region. Although the 1 H nmr 300 MHz spectra of both porphyrins showed the same deshielding of β‐pyrrole protons, the shielding of NH protons was more advanced in phenanthrolineporphyrin.
Synthesis of 7‐amino‐1,4‐dihydro‐4‐oxo‐6‐(trifluoromethyl)‐1,8‐naphthyridines. The use of methylidenemalonate as an activating group and a sulfur assisted cyclization
Authors: Bridges A. J. , Sanchez J. P. 
Published: March 2009

Abstract2,6‐Dichloro‐3‐(trifluoromethyl)pyridine3was used to develop a six‐step preparation of 7‐amino‐4‐oxo‐6‐(trifluoromethyl)naphthyridines. The CF3group deactivated the pyridine ring towards both nucleophiles and electrophiles. A new reagent for pyridone annulation, the aminomethylidenemalonate anion, is described, along with several strategies to manipulate the electron density of substituted pyridines.
Synthesis of nitrogen‐containing heterocycles. 5. A new route to 5‐amino‐[1,2,4]triazolo[1,5‐a][1,3,5]triazine derivatives
Authors: Miyamoto Yoshiko , Yamazaki Chiji , Matzui Megumi 
Published: March 2009

AbstractTreatment of certain diaminomethylenehydrazones 1 of aromatic carbonyl compounds with ethyl N‐cyanoimidate (2) in acetonitrile in the presence of a tertiary amine at room temperature gives the corresponding amino(N‐cyanoiminomethyl)aminomethylenehydrazones 3 in high yields. The intermediate 3 can readily be cyclized to the corresponding 5‐amino‐2,3‐dihydro[1,2,4]triazolo[1,5‐a][1,3,5]triazines 4 in moderate to good yields by brief heating in acetonitrile. When the reaction of diaminomethylenehydrazones 1 with ethyl N‐cyanoimidate (2) is performed at reflux temperature in the presence of a tertiary amine, 5‐amino‐2,3‐dihydro[1,2,4]triazolo[1,5‐a]1,3,5]triazines 4 can be directly obtained in moderate yields. The yields of triazolotriazine produced by the one‐step synthesis are generally comparable or even higher than the overall yields from the two‐step procedure.
Reaction of pyridinium disubstituted methylides with diphenylcyclopropenethione
Authors: Ikemi Yukio 
Published: March 2009

AbstractDiphenylcyclopropenethione undergoes nucleophilic attack by pyridinium disubstituted ylides 1a‐1e to produce the corresponding 2‐pyranthione 3a, 2‐pyrone 4a or 4c, thiopyran‐2‐one 6a, 6b, 6d or 6e, and/or 5H‐thieno[3,2‐b]thiopyran 5a.
Synthesis of derivatives of pyrazino[1,2‐a]pyrimidin‐4‐ones
Authors: Dennin F. , Blondeau D. , Sliwa H. 
Published: March 2009

Abstract3‐Alkoxy‐2‐aminopyrazines have been condensed with ethyl ethoxymethylenemalonate and isopropylidene methoxymethylenemalonate to afford 9‐alkoxypyrazino[1,2‐a]pyrimidin‐4‐ones substituted in the first case by an ethoxycarbonyl group at 3 position.
Pyridazines. LII. Novel 1,2‐diazine analogues of 2‐aminobenzophenone via directed lithiation
Authors: Haider Norbert , Heinisch Gottfried , Kemetmüller Gudrun 
Published: March 2009

AbstractThe preparation of novel pyridazine analogues of 2‐aminobenzophenone, namely 2‐(substituted)aminophenyl 3‐pyridazinyl ketones 2, 3, 4a,b, achieved by reaction of methyl 3‐pyridazinecarboxylate with ortho‐lithiated aniline derivatives, is reported.
Arene imine derivatives of chrysene and of benzo[g]chrysene: 1a,11c‐dihydrochryseno[5,6‐b]azirine and 1a,13c‐dihydrobenzo[11,12]chryseno[5,6‐b]azirine
Authors: Abu‐Shqara Elias , Elg'Amal Shafea , Blum Jochanan 
Published: March 2009

AbstractThe syntheses of the K‐iraines (which are also benzo‐bay‐region derivatives) of chrysene (1) and benzo[g]‐chrysene (2) are described. The preparation of 1a,11c‐dihydrochryseno[5,6‐b]azirine (5) was accomplished by treatment of 1a,11c‐dihydrochryseno[5,6‐b]oxirene (4) with sodium azide, and the mixture oftrans‐azido‐alcohols6and7, so formed, was either cyclized with triethyl phosphite, or converted intoE‐6‐azido‐5‐chloro‐5,6‐dihydrochrysene (8) followed by lithium aluminium hydride reduction. The synthesis of 1a,13c‐dihydrobenzo‐[11,12]chryseno[5,6‐b]azirine (12) included the transformation of the corresponding oxide11into a mixture ofE‐9‐azido‐9,10‐dihydrobenzo[g]chrysen‐10‐ol (13) andE‐10‐azido‐9,10‐dihydrobenzo[g]chrysen‐9‐ol (14), and reaction with tri‐n‐butylphosphine to give a mixture of Staudinger adducts15and16that underwent thermal decomposition into12upon heating in boiling dichloromethane.
The effect of pH on the course of the photoreaction of 2,4‐pyridinedicarbonitrile with benzophenone in aqueous 2 propanol: Reduction vs substitution
Authors: Caronna Tullio , Morrocchi Sergio , Vittimberga Bruno M. 
Published: March 2009

AbstractThe photoinitiated reactions of 2,4‐pyridinedicarbonitrile (1) and benzophenone in neutral, acidic, and basic 3:1 2‐propanol‐water and the kinetics of disappearance of 1, have been studied. Pyridinyl radical anion forms as an intermediate by an electron transfer. In acidic solution substitution of the cyano group in the 2 position and in the 2 and 4 positions with diphenylmethanol occurs. In neutral medium both substitution at the 2‐position and reduction, in which the cyano group at the 4 position is replaced by hydrogen, are observed. In basic solution in which protonation of the radical anion is not likely, only reduction occurs. The rates of formation and relative yields of these products depends on the pH of the solution. A mechanism is discussed.
Preparation, X‐ray crystal structure and 13C‐ and 1H‐NMR study of 1‐methyl‐2‐(N‐methyl‐N‐phenylglycyl)‐3‐(N‐methylanilino)indole
Authors: Farfán Norberto , Hernández J. Manuel , Joseph‐Nathan Pedro , Contreras Rosalinda 
Published: March 2009

AbstractReaction of N‐methylaniline with 40% glyoxal yields 1‐methyl‐2‐(N‐methyl‐N‐phenylglycyl)‐3‐(N‐methylanilino)indole (1a) as the main product together with 1‐methyl‐3‐(N‐methylanilino)indole (1b). The reaction appears to be general for aromatic secondary amines since N‐ethylaniline and N‐phenylbenzylamine yield the corresponding indoles. The structure of 1a has been verified by single crystal X‐ray diffraction. Compound 1a (C25H25N3O) crystallized in the triclinic space group Pl̄ with cell dimensions a = 10.085(3)Å, b = 10.371(3)Å, c = 11.908(5)Å, α = 74.2(3)°, β = 74.7(3)° and γ = 60.7(2)° with Z = 2. The complete 1H and 13C nmr assignment of indoles 1a and 1b was achieved from two‐dimensional HETCOR and COSY spectra with the aid of homonuclear and heteronuclear double resonance experiments.
N‐chlorination of dilantin and sorbinil
Authors: Lipinski Christopher A. , Bordner Jon , Butterfield Garth C. , Marinovic Lilian C. 
Published: March 2009

AbstractThe synthesis, stability, X‐ray structural characterization and 13C nmr shifts of N‐1′, N‐3′‐dichloro and N‐1′‐monochlorohydantoin derivatives of the anticonvulsant dilantin and the aldose reductase inhibitor sorbinil are described. These chlorinated derivatives may be involved in drug induced hypersensitivity reactions.
Heterocyclic system. XI. Synthesis of 1H,4H‐pyrazolo[4,3‐b]pyrrolizine and 2H,4H‐pyrazolo[4,3‐b]pyrrolizine derivatives
Authors: Massa Silvio , Mai Antonello , Artico Marino , Corelli Federico 
Published: March 2009

AbstractCyclization of pyrrolidinocarboxamide derivatives of 1‐phenyl‐5‐(1H‐pyrrol‐1‐yl)‐1H‐pyrazole‐4‐carboxylic acid and 2‐phenyl‐3‐(1H‐pyrrol‐1‐yl)‐1H‐pyrazole‐4‐carboxylic acid afforded imminium salts which were transformed into the corresponding ketones. Further reduction of the latter compounds furnished the title derivatives.
Synthesis of 5‐substituted pyrimidines.ortho‐directed lithiation of pyrimidine derivatives
Authors: Wada Akimori , Yamamoto Junpei , Hamaoka Yuka , Ohki Kazuhiro , Nagai Sotoo , Kanatomo Shōichi 
Published: March 2009

Abstractortho‐Directed lithiation of some pyrimidines has been investigated. Treatment of 2‐ and/or 4‐alkoxy or acylaminopyrimidine with lithium 2,2,6,6‐tetramethylpiperidide in ether at 0°, followed by quenching with various electrophiles afforded the corresponding 5‐substituted pyrimidines.
Ring transformation of 5‐acylpyrimidines into 4‐acylpyrazoles with hydrazine and phenylhydrazine in acidic medium
Authors: Takagi Kaname , Bajnati Abdelilah , Hubert‐Habart Michel , Terada Hiroshi 
Published: March 2009

Abstract5‐Benzoyl‐4‐methylpyrimidines 4a,b and 5‐acetyl‐4‐phenylpyrimidines 5a,b reacted with hydrazines in alcoholic acidic medium to give respectively 4‐acetyl‐3‐phenylpyrazoles 7, 9 and 10 and 4‐benzoyl‐3‐methylpyrazoles 6, 8 and 11. In the reaction with phenylhydrazine, 5‐benzoyl‐4‐methyl‐2‐methylthiopyrimidine (4a) led exclusively to 4‐acetyl‐1,3‐diphenylpyrazole (10) as 5‐acetyl4‐phenyl‐2‐methylthiopyrimidine (5a) led to 4‐benzoyl‐3‐methyl‐1‐phenylpyrazole (11) via the initial formation of phenylhydrazones of pyrimidines 4a and 5a. However, 5‐benzoyl‐4‐methyl‐2‐phenylpyrimidine (4b) and 5‐acetyl‐2,4‐diphenylpyrimidine (5b) reacted with phenylhydrazine to afford, each of them, a mixture of two isomeric pyrazoles. The mechanism of these ring contraction reactions is discussed.
1,2,4‐benzothiadiazine 1,1‐dioxides 3. Reactions of 2‐aminobenzenesulfonamide with chloroalkyl isocyanates
Authors: Chern Ji‐Wang , Ho Ching‐Po , Wu Ying‐Hwa , Rong Jiann‐Gwo , Liu Kang‐Chien , Cheng Ming‐Chu , Wang Yu 
Published: March 2009

AbstractReactions of 2‐aminobenzenesulfonamide (1) with allyl, methyl, 2‐chloroethyl aor 3‐chloropropyl isocyanates gave 2‐(methylureido)‐, 2‐(allylureido)‐, 2‐(2′‐chloroethylureido)‐ and 2‐(3′‐chloropropylureido)‐benzene sulfonamides 3a,b and 7a,b in excellent yields. Treatment of 3a,b at refluxing temperature of DMF afforded 2H‐1,2,4‐benzothiadiazin‐3(4H)‐one 1,1‐dioxide (4) in good yield. However, when compounds 7a,b were refluxed in 2‐propanol, 3‐(2′‐aminoethoxy)‐2H‐1,2,4‐benzothiadiazine 1,1‐dioxide (11a) and 3‐(3′‐aminopropoxy)‐2H‐1,2,4‐benzothiadiazine 1,1‐dioxide (11b) were obtained in a form of the hydrochloride salts 10a,b in 87% and 78% yields respectively. Heating 11b in ethanol gave a dimeric form of 2H‐1,2,4‐benzothiadiazin‐3(4H)‐one 1,1‐dioxide and 3‐(3′‐aminopropoxy)‐2H‐1,2,4‐benzothiadiazine 1,1‐dioxide (12) in 55% yield. Treating of 7a,b or 11a,b with triethylamine at the refluxing temperature of 2‐propanol afforded 3‐(2′‐hydroxyethylamino)‐2H‐1,2,4‐benzothiadiazine 1,1‐dioxide (2a) and 3‐(3′‐hydroxypropylamine)‐2H‐1,2,4‐benzothiadiazine 1,1‐dioxide (2b) via a Smiles rearrangement.
Synthèse, réduction chimique et électrochimique de benzopyranno[1][4,3‐e] et [3,4‐e]pyrimido[1,2‐b]‐as‐triazinones
Authors: Vinot Nicole , Bellec Christian , Maitte Pierre 
Published: March 2009

AbstractLes amino‐2 et ‐3 9H‐benzopyranno[1][4,3‐e] et [3,4‐e]‐as‐triazines réagissent avec les β‐cétoesters ce qui donne des benzopyranno[1][4,3‐e] et [3,4‐e]pyrimido[1,2‐6]‐as‐triazinones‐1 ou 4. Ces nouveaux hétérocycles sont réduits en dihydro ou tétrahydrotriazinones, selon l'agent réducteur.
Synthesis and reactivity of 1,2,4‐oxathiazolidin‐3‐imines
Authors: L'abbé Gerrit , Buelens Karin 
Published: March 2009

AbstractThiatriazoline 4a decomposes in acetone and yields a thermolabile crystalline material, identified as the 1,2,4‐oxathiazole derivative 6a on the basis of ir, 1H and 13C nmr spectroscopy. It degrades to 7a in the crystalline state as well as in solution. Cycloaddition‐elimination reactions of 6a with isothiocyanates proceed rapidly and furnish the same products as previously obtained from 4a. Some other reactions of 4 with carbonyl compounds were briefly investigated and provide evidence for the formation of unstable 1,2,4‐oxathiazolidines.
Formation of acetamido‐Aza‐steroids
Authors: Nikolaropoulos Sotirios , Catsoulacos Panayotis 
Published: March 2009

AbstractBeckmann rearrangement of 3α‐ and 3β‐acetamido‐5α‐androstan‐17‐one oximes gives homo‐aza compounds and the corresponding “second order” Beckmann cleavage ω‐cyanoolefin. The mixture of the compounds produced, was separated by column chromatography. The structure of the lactams and the exocyclic nitriles was apparent from ir and nmr spectra.
Phenylurethans of pyrazolidinols and piperidazinols as anticonvulsants
Authors: Kornet Milton J. 
Published: March 2009

AbstractThe synthesis of 1,2‐diethyl‐4‐hydroxymethylpyrazolidine (II) was accomplished in two steps from 1,2‐diethyl‐4‐ethoxycarbonylpyrazolidine (I). Also, 1,2‐dimethyl‐4‐hydroxypiperidazine (VI) was prepared in three steps from 1,2‐diethoxycarbonyl‐1,2,3,6‐tetrahydropyridazine (IV). The two alcohols were added to several aryl isocyanates and afforded fourteen new phenylurethan derivatives which showed moderate anticonvulsant activity in mice.
8‐Hydroxylated derivatives of diazabicyclo[4.3.0]nonanes, 2,5‐dioxodiazabicyclo[4.3.0]nonanes and some related esters
Authors: Diafi Lahcen , Couquelet Jacques , Tronche Pierre , Gardette Daniel , Gramain Jean‐Claude 
Published: March 2009

AbstractPharmacological considerations prompted the authors to synthesize a series of 8‐hydroxylated optically active derivatives of diazabicyclo[4.3.0]nonanes and of their 2,5‐dioxo analogs from trans‐4‐hydroxy‐L‐proline. Esterification with appropriate anhydrides led to the corresponding esters with 6S,8R configuration. Inversion of configuration at C‐8 was performed using Mitsunobu method and led to the diastereoisomeric series of 6S,8S esters. A tentative pharmacological evaluation was carried out in the area of sedative and spasmolytic activities.
Diporphyrinyl derivatives of 1,10‐phenanthroline and 2,2′‐bipyridyl
Authors: Kus Piotr , Knerr Gary , Czuchajowski Leszek 
Published: March 2009

AbstractThe title derivatives were synthesized containing two meso‐tri‐p‐tolylpheneleneporphyrin units attached via amide bridges to 4,7‐ and 4,4′ positions of the respective heteroaromatic spacers.
Cyclisations intramoléculaires: Accés aux 9‐oxo‐4H,9H‐pyrrolo[1,2‐a]thieno[2,3‐d]pyridine et 4‐oxo‐4H,9H‐pyrrolo[1,2‐a]thieno[2,3‐d]pyridine. Synthèse des pyrrolo[1,2‐a]thieno[3,2‐e][1,4]diazepine et pyrrolo[1,2‐a]thieno[2,3‐e][1,4]diazepine
Authors: Decroix Bernard , Morel Jean 
Published: March 2009

AbstractLa synthèse de 1‐(2‐ ou 3‐thienylmethyl)pyrrole ainsi que certains dérivés est effectuée à partir d'halogenomethylthiophenes. La cyclisation intramoléculaire des acides 19 et 20 fournit les pyrrolothienopyridines 22 et 23. D'autre part les azotures 29 et 30 en milieu acide conduisent aux pyrrolo[1,2‐a]thieno[3,2‐e][1,4]diazepine et pyrrolo[1,2‐a]thieno[2,3‐e][1,4]diazepine.
Acetylenchemie. 18. Mitt.: Molekülvariationen am rutaceenalkaloid dictamnin via Pd/Cu katalysierte alkin‐kupplung
Authors: Reisch Johannes , Nordhaus Petra 
Published: March 2009

AbstractBei der phasentransfer‐katalysierten Umsetzung von 3‐Jod‐4‐methoxy‐2(1H)chinolinon (1) mit 1‐Alkinen 2 entsteht das Kupplungsprodukt 3 und/oder das 2‐substituierte Furo[2,3‐b]chinolin (4).
The synthesis of two novel fused thienopyridopyridazines
Authors: Luo Jiann‐Kuan , Castle Raymond N. 
Published: March 2009

AbstractTwo previously unknown thienopyridopyridazine ring systems, thieno[2′,3′:5,6]pyrido[2,3‐d]pyridazine‐5,8,9(4H,6H,7H)‐trione (4) and thieno[3′,2′:5,6]pyrido[2,3‐d]pyridazine‐4,5,8(6H,7H,9H)‐trione (10) were synthesized and their chlorination reactions with phosphorus oxychloride were investigated.
Synthesis of 2,5‐diethyl‐3,4‐bis(trifluoromethyl)furan and its derivatives
Authors: Nishida Masakazu , Hayakawa Yoshio , Matsui Masaki , Shibata Katsuyoshi , Muramatsu Hiroshige 
Published: March 2009

AbstractThe addition reaction of propionaldehyde to hexafluoro‐2‐butyne (1) under γ‐ray irradiation gave trans‐6,6,6‐trifluoro‐4‐trifluoromethyl‐4‐hexen‐3‐one (2) and 4,5‐bis(trifluoromethyl)octa‐3,6‐dione (3). The latter compound was treated with sulfuric acid to give 2,5‐diethyl‐3,4‐bis(trifluoromethyl)furan (4a). Several reactions, such as bromination, dehydrobromination and oxidation, were carried out to prepare derivatives of 4a.