摘要:

AbstractDecomposition of 1‐(azidophenyl)‐4,6‐diamino‐1,3,5‐triazines11–13and their 4‐amino‐6‐(azidoanilino)‐1,3,5‐triazine isomers31–33in trifluoromethanesulphonic acid at 0° led to the introduction of the triflate group (OSO2CF3) into the aryl group. This method can be employed to introduce a bulky substituent into the hindered positionorthoto the triazinyl substituent. Dimroth rearrangement of 1‐(aryl)‐4,6‐diamino‐1,3,5‐triazines is best effect

ISSN:0022-152X    

DOI:10.1002/jhet.5570300401

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY

摘要:

AbstractA series of 7‐amino‐1‐cyclopropyl‐1,4‐dihydro‐8‐fluoro‐4‐oxo‐1,6‐naphthyridine‐3‐carboxylic acids has been prepared and evaluated for antibacterial activity. These compounds were prepared by the displacement of the chloro substituent from 7‐chloro‐1‐cyclopropyl‐1,4‐dihydro‐8‐fluoro‐4‐oxo‐1,6‐naphthyridine‐3‐carboxylic acid employing the requisite nitrogen nucleophile to produce the title compounds. The naphthyridine acid was synthesized in ten steps from ethyl 2,4‐dihydroxy‐3‐nitro‐5‐pyridinecarboxylate. The key step in the sequence was a Schiemann reaction carried out using the hexafluorophosphate salt of the diazonium ion

ISSN:0022-152X    

DOI:10.1002/jhet.5570300402

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY

摘要:

AbstractEthyl 4‐hydroxyquinolin‐2(1H)‐onecarboxylates1aand1bwhich are obtained conveniently by the condensation of isatoic anhydride and diethylmalonate [4], were reacted with 3‐bromoprop‐1‐yne (2) to obtain monoand dialkylated

ISSN:0022-152X    

DOI:10.1002/jhet.5570300403

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY

摘要:

AbstractThe synthesis of various N‐1 substituted ethyl 4‐pyrazolecarboxylatesviareaction of ethyl 2‐formyl‐3‐oxo‐propionate (= ethoxycarbonylmalondialdehyde) with appropriately substituted hydrazines is described. Moreover, detailed nmr‐spectroscopic investigations with the title compounds

ISSN:0022-152X    

DOI:10.1002/jhet.5570300404

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY

摘要:

AbstractA synthetic route to (±)‐2‐n‐propylthietane1that utilises a silver oxide‐induced Hofmann elimination is described together with an evaluation of the potential of a Cope elimination as an alternative and more cost‐effective route to1. Some chemistry of the isomeric intermediate thiete sulfones5and12from each of these respective eliminations is

ISSN:0022-152X    

DOI:10.1002/jhet.5570300405

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY

摘要:

AbstractOxodihydrocyclopentathiophenacetic acids4,5and6were synthesized from suitable 2‐ or 3‐formylthiophenes. Reactivity of the carbonyl group or the carboxylic group of these bicyclic systems was investigated. The Beckmann rearrangement of methyl 6‐oximino4,5‐dihydro‐6H‐cyclopenta[b]thiophen‐4‐acetate12is an interesting route to methyl 7‐oxo‐4,5,6,7‐tetrahydrothieno[2,3‐c

ISSN:0022-152X    

DOI:10.1002/jhet.5570300406

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY

摘要:

AbstractAddition of arylisothiocyanates to active methylene compounds leads to a variety of compounds depending on the structure of the starting material and conditions used to conduct the addition. Addition of arylisothiocyanate to1cleads to a pyrido[2,3‐d]pyrimidine resulting from addition of a second mole of cyanate to the initial adduct. Addition of arylisothiocyanate to1bled to a mixture of pyridine and thiopyran adducts, while addition to1aled to open chain structure

ISSN:0022-152X    

DOI:10.1002/jhet.5570300407

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY

摘要:

AbstractThe reaction of ethyl chloroformate and pyridine with diethylaluminum cyanide as the cyanide source gave the Reissert analog, 1‐ethoxycarbonyl‐4‐cyano‐1,4‐dihydropyridine and not the expected 1,2‐dihydro regio isomer. Under the same conditions, 3‐bromopyridine also directly gave the corresponding 1,4‐dihydro Reissert analog. Reinvestigation of trimethylsilylcyanide, as the cyanide source, resulted in the observation that both regio isomers are formed and the ratio of these isomers are affected by both solvent polarity and by c

ISSN:0022-152X    

DOI:10.1002/jhet.5570300408

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY

摘要:

AbstractThis report describes the synthesis of derivatives of two nitrogen tetracyclic ring systems, respectively 9H,11H‐pyrimido[4,3‐c]pyrrolo[1,2‐a][1,4]benzodiazepine and spiro[piperidine‐4,4′‐[4H]pyrrolo[1,2‐a][1,4]‐benzodiazepine], by the use of the diethyl ester of 5,6‐dihydro‐4H‐pyrrolo[1,2‐a][1,4]benzodiazepine‐4,4‐diacetic acid as a synthon. This compound was obtained by condensation of 1‐(2‐aminomethylphenyl)‐1H‐pyrrole with diethyl 1,3‐acetonedicarboxylate in acid medium. Pyrimidopyrrolobenzodiazepine derivatives were obtained by treating either the pyrrolobenzodiazepine 4,4‐diacetate or the related 4‐methyl‐4‐acetate with phenylisocyanate in boiling diethyl ether in the presence of sodium metal. The structure of 12,13‐dihydro‐11,13‐dioxo‐12‐phenyl‐9H,11H‐pyrimido[4,3‐c]pyrrolo[1,2‐a][1,4]benzodiazepine, a product formed by loss of an acetate unit when 5,6‐dihydro‐4H‐pyrrolo[1,2‐a][1,4]benzodiazepine‐4,4‐diacetate, sodium metal and phenyl‐isocyanate reacted in boiling xylene, was proved by catalytic reduction to 11,13‐dioxo‐12‐phenyl‐12,13,14,14a‐tetrahydro‐9H,11H‐pyrimido[4,3‐c]pyrrolo[1,2‐a][1,4]benzodiazepine, which was synthesized by unambiguous pathwayvia5,6‐dihydro‐4H‐pyrrolo[1,2‐a][1,4]benzodiazepine‐4‐acetate. The 2,6‐dioxospiro[piperidine‐4,4′‐[4H]pyrrolo[1,2‐a][1,4]benzodiazepine] derivatives were synthesized from theN‐BOC derivative of 5,6‐dihydro‐4H‐pyrrolo[1,2‐a][1,4]benzodiazepine‐4,4‐diacetic acid diethyl ester, by hydrolysis followed by treatment with 2 equivalents of 1,1′‐carbonyldiimidazole (CDI) and then with aniline or benzylamine. Removal of BOC from theN‐phenyl‐2,6‐dioxopiperidine derivative was obtained by heating the related spiroderivative in

ISSN:0022-152X    

DOI:10.1002/jhet.5570300409

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY

摘要:

AbstractNew 3‐acylamino‐2‐oxazolidinone derivatives3were obtained in good yields by reaction of 5‐aryl (or benzyl)3‐(2‐hydroxyethyl)1,3,4‐oxadiazol‐2(3H)ones1with sodium ethylate. Treatment of ethyl 5‐aryl‐2‐oxo‐1,3,4‐oxadiazole‐3(2H)‐acetates7with aromatic aldehydes in the presence of sodium ethylate or sodium hydride afforded 3‐acylamino‐5‐aryl‐4‐ethoxycarbonyl‐2‐oxazolidinone derivatives as twotrans‐5andcis‐6racemics. OnlyRS,SR‐racemates were obt

ISSN:0022-152X    

DOI:10.1002/jhet.5570300410

出版商:Wiley‐Blackwell    

年代:1993

数据来源: WILEY