bluuebunny/crossref_metadata_2025_split huggingface dataset:
Base‐catalyzed redox reactions of α‐hydroxyalkylazaaromatic N‐oxides
Authors: Muth Chester W. , Patton Jesse C. , Bhattacharya Bhabatosh , Giberson David L. , Ferguson Christopher A. 
Published: March 2009

AbstractThe (α‐hydroxybenzyl)pyridine 1‐oxides on heating with aqueous sodium hydroxide yielded the corresponding benzoylpyridines in redox reactions. When the phenyl groups of the foregoing compounds was replaced by hydrogen or methyl the redox reactions occurred less readily. A kinetic isotope effect of 3 was found for 4‐(α‐deuterio‐α‐hydroxybenzyl)pyridine 1‐oxide on reaction with sodium hydroxide. The removal of the α‐deuterio group is non‐reversible. A mechanism consistent with these observations is given. 6‐Acetoxyphenanthridine 5‐oxide yielded with concentrated hydrochloric acid a redox product, 6‐formylphenanthridine hydrochloride, whereas under the same conditions neither (α‐hydroxybenzyl)pyridine 1‐oxides nor 2‐hydroxy‐methylquinoline 1‐oxide yielded a redox product.
Synthesis in the diazasteroid group. I. A new synthesis of 8,13‐diaza‐2,3‐dimethoxygona‐1,3,5(10)triene and its mercuric acetate oxidation
Authors: Matoba Katsuhide , Isomura Kazumasa , Nagata Masanori , Yamazaki Takao , Castle Raymond N. 
Published: March 2009

AbstractFrom the condensation reaction of methyl butyrolactim (I) with 1‐ethoxycarbonylmethyl‐6,7‐dimethoxy‐l,2,3,4‐tetrahydroisoquinoline (II), 8,13‐diaza‐2,3‐dimethoxygona‐l,3,5(10)trien‐12‐one (VI) and 8,13‐diaza‐2,3‐dimethoxygona‐l,3,5(10)triene (VII) were obtained in good yield. The oxidation of VI and VII with mercuric acetate was examined.
Pyrazoles XI. The synthesis of 1,1′‐dimethylbipyrazolyls
Authors: Timmermans Pieter B. M. W. M. , Uijttewaal Arnold P. , Habraken Clarisse L. 
Published: March 2009

AbstractThe synthesis of al six isomers of 1,1′‐dimethylbipyrazolyl is reported. Their structure assignments were based on mnr data. Nmr spectra were determined in widely different solvents and structure assignments were based on these data, particularly on the found solvent effect. Uv spectral data are also reported.
Mechanism of the stereoseleetive formation of 1,4‐dithiafulvens from 1,2,3‐thiadiazoles and base
Authors: Shafiee A. , Lalezari I. 
Published: March 2009

Abstract4‐Sul>stituted‐1,2,3‐thiadiazoles were found to react with base to form cis‐2,ω‐disubstituted‐1,4‐dithialulvenes. The mechanism lor the stereoselective formation of the product is discussed.
Studies on the syntheses of heteroeyelie compounds. Part DVI . Synthesis of oxynilidine and nitidine
Authors: Kametani Tetsuji , Kigasawa Kazuo , Hiiragi Mineharu , Kusama Osamu 
Published: March 2009

AbstractA benzyne type reaction of 1‐bromo‐3,4‐dimethoxybenzene (V) with 3,4‐dihydro‐6,7‐methylenedioxy‐I(2H)naphthalenone (VI) gave the tetralone derivative VII, which was converted into the amine IX via the oxime VIII. A Mannich reaction of IX afforded the benzo[c]phen‐anthridine II which was then transformed into oxynitidine (I) and nitidine (IV).
Acyl Indoles. III. The synthesis of [1,4] diazcpino [6,5‐b ] indoles
Authors: Garcia E. E. , Benjamin L. E. , Fryer R. Ian 
Published: March 2009

AbstractThe synthesis of 1,3,4,6‐letrahydro‐6‐metliy]‐2H,5H‐[1,4]diazepino[6,5‐b] indole‐2,5‐diones and 5‐phenyl‐3,6‐dihydro[1,4]diazepino[6,5‐b ]indole‐2(lH)one is described. Also detailed is the, preparation of a 3‐amino‐2‐benzoylindole.
Synthesis of Indolo and benzimidazoquinazolines and benzodiazepines
Authors: Duncan Robert L. , Helsley Grover C. , Boswell Robert F. 
Published: March 2009

AbstractIndolo[1,2‐c] quinazolines, indolo[1,2‐d] [1,4]benzodiazepines, indolo [1,2‐d] [1,4]benzodi‐azepin‐6‐ones and benzimidazo[1,2‐d] [1,4] benzodiazepin‐6‐ones were synthesized. In an acid medium, the indoloquinazolines were produced from 2‐(o‐aminophenyl)indole and acyl halides. However, in the presence of sodium acetate, the acylated amine was obtained and was cyclized to the indolobenzodiazepinones using sodium hydride. The syntheses are described in detail and characterization data are given.
The reactions of 2‐ethoxy‐2,3‐dihydro‐4H‐1,3‐benzothiazin‐4‐one (6), 4,4‐diphenyl‐2‐ethoxyoxazolidin‐5‐one (10), and l‐benzyl‐2‐methoxyimidazolidine‐4,5‐dione (12) with dienes
Authors: Ben‐Hhai D. , Gillon I. , Warshansky A. 
Published: March 2009

Abstract2‐Ethoxy‐1,3‐benzothiazin‐4‐one (6), 4,4‐diphenyl‐2‐ethoxyoxazolin‐5‐one (10) and 1‐benzyl‐2‐methoxyimidazolidine‐4,5‐dione (12) were prepared and were found to react with 1,1‐bicyclo‐hexenyl, 1,2,3,4‐tetramethylbutadiene and 2,4‐dimethyl‐1,3‐pentadiene to give Diels‐Alder ad‐ducts ( 8, 9, 13‐18).
Picrylamino‐substituted heterocycles. VI. Pyrimidines
Authors: Harris Betty W. , Singleton Jannie L. , Coburn Michael D. 
Published: March 2009

AbstractThe condensation of various aminopyrimidines with picryl chloride and picryl fluoride has been investigated as part of our continuing effort in the field of picrylamino‐substituted heterocycles. Most of the aminopyrimidines that can tautomerize reacted with picryl fluoride to form picryl derivatives of their imino forms, but they gave picrylamino derivatives when they condensed with picryl chloride.
Studies on the syntheses of analgesics. Part XXXVI. Synthesis of 1,2,3,4,5,6‐ilexahydro‐2,6‐methano‐6‐phenyl‐2 henzazocine [studies on the syntheses of heterocyclic compounds. Part D XI]
Authors: Kametani Telsuji , Aoyama Toyohiko 
Published: March 2009

AbstractAn attempt to obtain 2,3,4,5,6,7‐hexahydro‐lH2,7‐methano‐9‐methoxy‐3‐rnethyl‐7‐phenyl‐2,3‐benzodiazonine (II) by the Pictet‐Spengler reaction of 2,3,4,5,6,7‐hexahydro‐lH‐4‐(3‐meth‐oxyphenyl)‐l‐methyl‐4‐phenyl‐1,2‐diazepine (XI) prepared through several steps from 1‐(3‐methoxyphenyl)phenylaeetonitrile (IV) resulted instead, in the formation of 1,2,3,4,5,6‐hexa‐hydro‐2,6‐methano‐8‐methoxy‐6‐phenyl‐2‐benzazocine (XIV).
Investigations toward the total syntheses of proapoiphine and homoproaporphine alkaloids
Authors: Curran William V. 
Published: March 2009

AbstractThe reaction of 1,2,3,5‐telrahydro‐6‐methoxy‐1 ‐[2‐(4‐methoxy‐1,4‐eyelohexadien‐1 ‐yl)eth‐yl]‐l‐methyl‐7‐isoquinolinol (12) with hot phosphoric acid afforded (±)‐tetrahydro‐homoglazio‐vine (14) in good yield. Similar treatment of 1,2,3,4‐tetrahydro‐6‐methoxy‐l ‐[2‐(4‐methoxy‐1,4‐cyelohexadien‐l‐yl)methyl]‐2‐methyl‐7‐isoquinolinol (13) did not produce the desired (±)‐tetra‐hydroglaziovine (18) but rather a mixture of diastereomeric 4,5,6,6aϵ,7,7aϵ,8,9,11, 11aϵ‐deca‐hydro‐l‐hydroxy‐2‐metlu>xy‐6‐methyl‐10H‐dibenzo[(de,g]quinolin‐l‐ones (16 and 17) was obtained.
Snytheses of analgesics. Part XXXVII. An alternative synthesis of 1,2,3,4, 5, 6‐hexahydro‐8‐hydroxy‐2,6‐methano‐6, h‐dimethyl‐3‐phenethyl‐3‐benzazoeine [studies on the syntheses of heterocyclic compounds. Part DXXI]
Authors: Kametani Tetsuji , Kigasawa Kazuo , Hüragi Mineharu , Wagatsuma Nagatoshi , Saitoh Setsu , Sugi Hideo 
Published: March 2009

AbstractAcid treatment of the alkylated products of (Va, Vb, and VIII) of piperidinols IVa and IVb, and tetrahydropyridine VII with β‐bromoethylbenzene, afforded 1,2,3,4,5,6‐hexahydro‐8‐hydroxy‐2,6‐methano‐6,1 1‐dimethyl‐3‐phenethyl‐3‐benzazocine (la) in good yield. Piperidinols Va and Vb were also obtained from the reaction of N‐(3‐methyl‐3‐pentenyl)‐β‐phenethylamine (IIb) with methyl 3‐(4‐methoxyphenyl)‐2,3‐epoxypropionate.
The synthesis of two novel pyridazines; A new ring system
Authors: Coppola Gary M. , Gimelli Salvatore P. 
Published: March 2009

AbstractThe Diels‐Alder reaction of 4,5‐dimethylene‐2,2‐diphenyldioxolane with diethyl azodicar‐boxylate and 4‐phenyl‐1,2,4‐triazoline‐3,5‐dione was investigated. Reduction of the resultant adducts followed by hydrolysis provided hexahydro‐4,5‐dihydroxy‐1,2‐pyridazine dicarboxylic acid diethylester and 1,3,5,6,7,8‐hexahydro‐6,7‐dihydroxy‐2‐pheny 1‐2H‐s‐triazolo[1,2‐α ]pyrida‐zine‐1,3‐dione.
Base‐catalyzed cyclization reactions of 2‐[2‐(2,4‐dimethyl‐3‐oxopentyl)]benzimidazoles with acetic anhydride and its homologs
Authors: Linke Siegfried , Wünsche Christian 
Published: March 2009

Abstract2‐[2‐(2,4‐Dimethyl‐3‐oxopentyl)]benz, imidazoles (2‐10) were obtained by allowing o‐phenyl‐enediamines to react with 2,2,4,4‐tetramethyl‐1,3‐cyclobutanedione (1). When refluxed with acetic anhydride (or sterically unhindered homologs) they cyclize in the presence of base to yield the pyrido[1,2‐α]benzimidazoles (16‐21 and 24, 25). The 2‐[2‐(2,4‐dimethyl‐3‐oxo‐pentyl) ]imidazolines (12 and 14) were obtained by reaction of 1,2‐diaminoethane and 1,2‐diaminopropane, respectively, with 1. When allowed to react with acetic anhydride/base, they gave only N‐acylated products.
1‐Methyl‐3‐piperidone and 1‐methyl‐3‐pyrrolidone derivatives from a dieckmann reaction
Authors: Nichols David E. , Barfknecht Charles F. 
Published: March 2009

AbstractAttempts to prepare 1‐methyl‐5‐carbethoxy‐3‐piperidone by a Dieckmann cyclization led to formation of its diethyl ketal on workup. The five‐membered ring system, 1‐methyl‐4‐(ethoxy‐carbonylmethyl)‐3‐pyrrolidone was also formed in the cyclization.
Synthesis of 2‐aryl‐4‐phenyl‐5‐trifluoromethylimidazoles
Authors: Lombardino Joseph G. 
Published: March 2009

AbstractSeveral 2‐aryl‐4‐phenyl‐5‐trifluoromethylimidazoles have been made from the previously unknown 1‐phenyl‐3,3,3‐trifluoro‐1,2‐propanedione monohdyrate. One analog, 4‐phenyl‐2,5‐bis(trifluoromethyl)imidazole, is quite acidic, exhibiting pKa 8.1.
The reaction of 2,2,4,4‐tetramethyl‐1,3‐cyclobutanedione with o‐aminophenols, o‐aminothiophenol and with aliphatic 2‐ and 3‐hydroxy‐ and ‐mercaptoamines
Authors: Linke Siegfried 
Published: March 2009

AbstractStudies of the reaction of the dione dimer of dimethylketene (1) with a series of o‐aminophenols and with o‐aminothiophenol have been carried out. These reactions give 2‐[2‐(2,4‐dimethyl‐3‐oxopentyl)]benzoxazoles and ‐benzothiazole, respectively. Aliphatic 2‐ and 3‐hydroxy‐ and 2‐ and 3‐mercaptoamines yield 2‐substituted 2‐oxazolines, 5,6‐dihydro‐4H‐1,3‐oxazines, 2‐thiazolines and 5,6‐dihydro‐4H‐1,3‐thiazines.
Synthesis of 1‐aryl‐3,4‐dimethylenepyrrolidines by the thermal elimination of sulfur dioxide
Authors: Ottenbrite Raphael M. , Alston Peter V. 
Published: March 2009

AbstractThe reaction of 3,4‐bis(bromomethyl)‐2,5‐dihydrothiophene 1,1‐dioxide with arylamines to produce 5‐aryl‐1,3,4,6‐tetrahydrothieno[3,4‐c]pyrrole 2,2‐dioxides was investigated. It was found that the bicyclic compound was obtained in good yields for arylamines with substituent groups with Hammett σ values of less than 0.40. These bicyclic compounds were thermally decomposed to produce the corresponding 1‐aryl‐3,4‐dimethylenepyrrolidines in good yields. Several accompanying products of both of the above reactions were isolated and characterized.
The synthesis and reactions of certain pyridazine 1‐oxides
Authors: Novinson Thomas , Robins Roland K. , O'Brien Darrell E. 
Published: March 2009

AbstractNucleophilic displacement reactions under acidic and basic conditions have been studied with 4,6‐dinitro‐3‐methoxypyridazine 1‐oxide (1) and with 6‐chloro‐3‐methoxy‐4‐nitropyridazine 1‐oxide (2). Depending on the nature of the nucleophilic reagent and the conditions of the reaction we have found that the chloro group, the nitro group, as well as the methoxy group of 1 and 2 may be displaced by the nucleophile. This type of compound possesses significant in vitro antifungal activity.
Kinetics and mechanism of the N7‐hydroxyalkylation of guanosine
Authors: Roe Robert , Paul J. S. , Montgomery P. O'B. 
Published: March 2009

AbstractThe kinetics of the N7‐hydroxyalkylation of guanosine by the equally substituted epoxide, trans‐2,3‐epoxybutane, and the unequally substituted epoxides, 3‐chloro‐1,2‐epoxypropane, and 1,2‐epoxypropane in glacial acetic acid, have been measured by a spectrophotomeric method over the range 20‐40°. Activation parameters have been determined. Comparative rates calculated from the ratios of second‐order rate constants indicate that 1,2‐epoxypropane reacts with guanosine about three times faster than does trans‐2,3‐epoxybutane and about two times faster than 3‐chloro‐1,2‐epoxypropane. These results coupled with the results of a previous report on the structural analysis of the products from these reactions are consistent with a “push‐pull” mechanism in which N7 of guanosine reacts preferentially at the least substituted carbon of the epoxide with simultaneous transfer of a proton from acetic acid to the oxygen of the epoxide. The lower reactivities of trans‐2,3‐epoxybutane and 3‐chloro‐1,2‐epoxypropane in comparison to that of 1,2‐epoxypropane are discussed in terms of steric factors and electronic factors which determine the stability of the requisite transition state for a “push‐pull” mechanism model.
Synthesis of 1,2‐disubstituted‐1,4,5,6‐tetrahydropyrimidines
Authors: Perillo Isabel , Lamdan Samuel 
Published: March 2009

AbstractCyclization of benzoyl derivatives of N‐substituted trimethylenediamines with polyphosphoric acid or the corresponding ethyl ester, afforded 1, 2‐disubstituted‐1, 4, 5, 6‐tetrahydropyrimidines. PPE was the more advantageous reagent. The excessive protonation of the starting material and the cleavage of the ether function produced by PPA explains the failure of this reagent to cause ring closure in some cases. Synthesis of the starting materials is described. Analytical and spectroscopic data of the new compounds are presented.
Steroidal quinoxalines
Authors: Catsoulacos Panayotis 
Published: March 2009

AbstractThe treatment of 3β‐hydroxy‐16α‐bromo‐5α‐androstan‐17‐one, 3β‐acetoxy‐16α‐bromo‐5‐androsten‐17‐one and 21‐bromo‐5‐pregnen‐3β‐ol‐20‐one with 4,5‐dimethyl‐o‐phenylenediamine gave substituted quinoxalines.Hydrolysis of 3β‐acetoxy‐5‐androsteno[16,17‐b]‐6′,7′‐dimethylquinoxaline produced the corresponding 3β‐hydroxy compound. 3‐Oxo‐4‐androsteno[16,17‐b]‐6′,7′‐dimethylquinoxaline was obtained by Oppenauer oxidation of the corresponding alcohol.
Novel syntheses of thiazolo[3,2‐b]‐s‐triazoles
Authors: Tamura Yasumitsu , Hayashi Hironori , Kim Joong‐Heup , Ikeda Masazumi 
Published: March 2009

AbstractThe reaction of 2‐amino‐and 2‐acylaminothiazoles with O‐mesitylenesulfonylhydroxylamine resulted in the ready formation in the corresponding 3‐aminium salts, which were converted into thiazolo[3,2‐b]‐s‐triazoles in high yields.
Imidazolriazole and oxazolotriazole analogs of midafltir |4‐amino‐2,2,5,5, ‐tetrakis(trifluoromethyl)‐3‐imidazolin|
Authors: Middlelon William J. , Melzger Diana , Donald Elaine A. 
Published: March 2009

AbstractImidazotriazole (5) and oxazolotriazole (10) analogs of CNS depressant 4‐amitio‐2,2,5,5‐tetrakis(trifluoromethyl)‐3‐imidazoline (miduflur) were prepared and found to he much less active.
Benzotliiazolinc derivatives. IV. Comment on the. Mechanism of reaction of 2‐l5enzolhiazolinetliione willi ethylene oxide in acetic acid
Authors: Sohar Paul , Denny George Ii. 
Published: March 2009

AbstractTreatment of 2,3‐dihydrothiazolo|2,3‐b Iben|othiazolium bromide with sodium acetate in acetic acid gave predominantly 3‐(2‐accloxyethyl)‐2‐benothiazolinelhiorie and the minor product 3‐(2‐acetyllhioelhyl)‐2‐benzothiazolinone. The mechanistic implications of this and previous results are discussed in terms of the reaction of 2‐benzothiazolitielhione and its derivatives with ethylene oxide in acetic acid.
Synthèse dc la pyrido[2,3‐f] phtalazine et des diformyl‐6,7; ‐4,6; ‐4,7; ‐2,4 quinoleines
Authors: Duballet MM. P. , Godard A. , Queguiner G. , Pastour P. 
Published: March 2009

AbstractThis article describes the synthesis of a new heterocycle, pyrido[2,3,f]phtalazine and three new diformylquinolincs.
Synthesis of 1‐substituted 3‐anilino‐4‐diethylaminomethyl‐5‐oxo‐3,4‐dehydropiperidines and 2‐substituted 1,2,3,5,6,11‐hexahydro‐5‐phenyl‐4H‐pyrido[3,4‐b][1,5]benzodiazepin‐4‐ones
Authors: Tamura Yasumitsu , Chen Ling Ching , Fujita Masanobu , Kita Yasuyuki 
Published: March 2009

AbstractThe Synthesis of novel 1‐substituted 3‐anilino‐4‐diethylaminomethyl‐5‐oxo‐3,4‐dehydro‐piperidines and 2‐substituted 1,2,3,5,6,11‐hexahydro‐5‐phenyl‐4H‐pyrido[3,4‐b][1,5]benzo diazepin‐4‐ones from the β‐arylaminovinylketones derived from N‐substituted piperidine‐3,5‐diones is described.
“Reverse chromophore” of actinomycin d. Synthesis of 2‐substituted 7‐amino‐8H‐8‐oxo‐oxazolo[4,5‐b] phenoxazine ring system
Authors: Sengupta Sisir K. , Karin Tinter S. 
Published: March 2009

AbstractThe synthesis and physico‐chemical properties of a new 7‐amino‐8H‐8‐oxo‐oxazolo[4,5‐b]‐phenoxazine ring system (8a and 8b) are reported. These tetracyclic heteroaromatic rings posses an extra oxazolo ring fused to the phenoxazinone chromophore observed in actinomycin D (1b). These tetracyclic compounds (8a‐8b) possess a structure in which the orientation of the A and B rings in 1b are “reversed”. Since DNA binding and the resulting specificity of the antitumor antibiotic 1b is believed to depend on the spatial orientation of P(α) and P(β) relative to the functions on the B ring of 1b, these new compounds represent a novel approach for investigating AMD‐DNA interactions.
Reaction of sulfene and dichloroketene with open‐chain N,N‐disubstituted α‐aminomethyleneketones. Synthesis of 4‐dialkylamino‐3,4‐dihydro‐5,6‐dimethyl‐1,2‐oxathiin 2,2‐dioxides and of 6,(5)(di)alkyl‐3‐chloro‐4‐methylphenylamino‐2H‐pyran‐2‐ones
Authors: Bargagna Alberto , Schenone Pietro , Bondavalli Francesco , Longobardi Mario 
Published: March 2009

AbstractCycloaddition of sulfene to N,N‐disubstituted 4‐amino‐3‐methyl‐3‐buten‐2‐ones (III) occurred in fair to good yield only in the case of aliphatic N‐substitution to give 4‐dialkylamino‐3,4‐dihydro‐5,6‐dimethyl‐1,2‐oxathiin 2,2‐dioxides, whereas N,N‐disubstituted 1‐amino‐1‐penten‐3‐ones (II) did not react at all. Cycloaddition of dichloroketene to II, III and N,N‐disubstituted 4‐amino‐3‐buten‐2‐ones occurred only in the case of the methylphenylamino derivative, giving in good to moderate yield 6,(5)(di)alkyl‐3,3‐dichloro‐3,4‐dihydro‐4‐methylphenylamino‐2‐Hpyran‐2‐ones, which were dehydrochlorinated with DBN to 6,(5)(di)alkyl‐3‐chloro‐4‐methylphenylamino‐2H‐pyran‐2‐ones.
Photolyse stéréosélective des [α‐tétrahydropyrannyloxy] ‐2 tétrahydropyrones‐3
Authors: Descotes G. , Metras F. , Bernasconi C. , Cottier L. , Grenier M. F. 
Published: March 2009

AbstractLes[α‐tétrahydropyrannyloxy]‐2 tétrahydropyrones‐3 (3)se photolysent en tétrahydropyrone‐3 (6) et δ‐valérolactone (7) avec des vitesses différentes selon leurs structures (S*, R*) ou (S*, S*) déterminées par rmn et filiation chimique avec les [α‐tétrahydropyrannyloxy]‐2 tétrahydro‐pyrannes (5) (S*, R*) et (S*, S*).
Contribution à l'étude de la réaction de Birch en séries isoquinoléique et diaza‐8,13 stéroïdique
Authors: Verchère Catherine , Viel Claude 
Published: March 2009

AbstractL'étude de la réaction d'hydrogénation d'isoquinoléines selon Birch a permis de mettre au point les conditions permettant d'obtenir une dihydrogénation ou une tétrahydrogénation de Phomocycle. L'application à un dérivé de la diaza‐8,13 oestrone a permis de mettre en évidence le rôle d'une fonction amine pipéridinique lors de la tétrahydrogénation. Cette étude a conduit à la synthèse de diaza‐8,13 19‐nor androsténone‐3 et de diaza‐8,13 19‐nor androstène‐4 one‐3 possè‐dant la configuration dite “naturelle”.
Synthesis of (s)‐2‐(2‐methylbutyl)thiophene
Authors: Menicagli R. , Botteghi C. , Marchetti M. 
Published: March 2009

AbstractOptically active (S)‐2‐(2‐methylbutyl)thiophene was obtained by different procedures. Among them, the cross‐coupling reaction between 2‐methylbutylmagnesium chloride and 2‐chlorothio‐phene proved to be the most efficient one. Compound 1 was thus obtained in satisfactory yield and rather high optical purity (82%).
Photolyse d'oxaziridines. 9. Structures d'oxaziridines à jonction spirannique par étude en rmn du carbone‐13
Authors: Oliveros Esther , Rivière Monique , Lattes Armand 
Published: March 2009

AbstractL'Htude directe par résonance magnétique nucléaire du carbone‐13 d'une série d'oxaziridines à jonction spirannique ainsi que celle des imines utilisées pour leur synthèse, a permis l'attribution non ambigùe des configurations de ces hétérocycles.
Alkylating nucleosides. 3. The reaction of 3,5‐dimethylpyrazole nucleosides with N‐bromosuccinimide
Authors: Garcia Lópe M. Teresa , Herranz Rosario , Alonso Gregorio 
Published: March 2009

AbstractBromination of 3,5‐dimethylpyrazole nucleosides with N‐bromosuccinimide gave the corresponding 4‐bromo‐3,5‐dimethylpyrazole, 3‐methyl‐5‐(bromomethyl)pyrazole and 4‐bromo‐3‐methyl‐5‐(bromomethyl)pyrazole nucleosides. Structural assignments were made on basis of analytical and 1 H nmr spectral data. All of the bromomethylpyrazole nucleosides described showed cytostatic activity against HeLa cell sultures.
Studies on pyrazines. 6. A facile separation method for a mixture of the isomeric 2‐amino‐3,5, and 6‐methylpyrazines
Authors: Sato Nobuhiro 
Published: March 2009

AbstractThis paper describes a facile separation method for a mixture of the isomeric aminomethyl‐pyrazines by two‐stage processes. Thus the mixture of aminomethylpyrazines was converted into that of the aminobromomethylpyrazines, which could be separated by chromotography on silica gel. Each of the bromopyrazines was hydrogenated to regenerate the original aminopyrazine as a pure form.
Studies on chemotherapeutics III. Synthesis and cyclisation of 5‐substituted‐4‐oxo‐1,4‐dihydro‐3‐pyridinecarbonyl‐semicarbazide and‐ thiosemicarbazide
Authors: Balogh Mária , Hermecz István , Mészáros Zoltán , Pusztay Levente 
Published: March 2009

Abstract1,4‐Disubstituted‐semicarbazide and thiosemicarbazide derivatives were synthetized from 5‐substituted‐4‐oxo‐1,4‐dihydro‐3‐pyridinecarbohydrazides and cyclized to 3‐mercapto‐4H‐1,2,4‐triazoles. The obtained compounds could be S‐methylated with methyl iodide in methanol. The new compounds were tested for antibacterial and antifungal activities.
Acid‐catalysed, nucleophile‐catalysed and thermal decomposition of 2‐amino‐3‐(2′,2′‐dimethylaziridino)‐1,4‐naphthoquinone
Authors: Antonini Ippolito , Claudi Francesco , Cristalli Gloria , Grifantini Mario , Martelli Sante 
Published: March 2009

AbstractThe course of the thermal, acid‐catalysed and iodide‐catalysed decomposition of 2‐amino‐3‐(2′,2′‐dimethylaziridino)‐1,4‐naphthoquinone (III) was investigated. Thermal and iodide‐catalysed decompositions gave mainly 2,3‐diamino‐1,4‐naphthoquinone (VI) and 2‐amino‐3‐(2′‐methylallylamino)‐1,4‐naphthoquinone (V) together with low amounts of 2,2‐dimethyl‐1,2,3,4,5,10‐hexahydrobenzo[g]quinoxaline (IV) and 2‐isopropyl‐1H‐naphthoimid‐azole‐4,9‐dione (VII). The acid catalysed isomerization of the aziridinonaphthoquinone III with halohydric acids or with acetic acid readily gave the opening of the aziridine ring; the corresponding salts of 2‐amino‐3‐(2′‐haloisobutylamino)‐1,4‐naphthoquinones (VIIIa‐c) and 2‐amino‐3‐(2′‐acetoxyisobutylamino)‐1,4‐naphthoqunone (X) were formed by cleavage of the carbon‐nitrogen bond at the substituted carbon atom. Hypotheses on the mechanism of these reactions are given.
Thiohydrazides and acetylene esters, A new route to 1,3,4‐thiadiazoles
Authors: Heindel Ned D. , Friedrich Gail , Tsai Maria C. 
Published: March 2009

AbstractAromatic thiohydrazides react with dimethyl acetylenedicarboxylate or methyl propiolate to yield carbomethoxymethyl‐substituted 1,3,4‐thiadiazoles. In a 2:1 ratio of methyl propiolate to aromatic thiohydrazide, 1,3,4‐thiadiazoles with acrylate ester side chains are formed.
Carbon‐13 nmr spectra of the tRNA “wobble” nucleosides 5‐carboxymethyl‐, 5‐carbomethoxymethyl‐, and 5‐carbamoylmethyluridine
Authors: Lipnick Robert L. , Fissekis John D. 
Published: March 2009

AbstractThe 13C nmr chemical shifts have been measured for 5‐carboxymethyluracil 2, 5‐carbo‐methoxymethyluracil 3, their 2‐thio derivatives 4 and 5, respectively, as well as of the three β‐D‐ribonucleosides, 5‐carboxymethyluridine 7, 5‐carbomethoxymethyluridine 8, and 5‐carbamoyl‐methyluridine 9. In addition, the 13C‐1H coupling constants for 2 and 7 have, also been obtained.