摘要:

AbstractPlusieurs hexahydro isoquino[2,3‐b]benzazépines‐21b‐ediversement substituées en positions 9,10,11 par des groupements alkoxy ont été préparées par une cyclisation de type Pictet‐Spengler à partir de formaldéhyde et d'alkoxybenzyl‐3 tétrahydro‐2,3,4,5 1Hbenzazépines‐212b‐e. Les nouveaux composés préparés n'ont pas montré d'activité antitumorale in vitro sur de

ISSN:0022-152X    

DOI:10.1002/jhet.5570230401

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY

摘要:

AbstractTwo complementary procedures, each starting from 6‐aminomethyluracil (2), have been used to prepare imidazo[1,5‐c]pyrimidines with a variety of substituents at positions 3, 5, 6, and 7. The starting material,2, can be readily prepared from commercially available 6‐chloromethyluracil by reaction with anhydrous ammonia. In the first procedure,2is acylated and then cyclodehydrated by reaction with phosphorus oxychloride to give a separable mixture of a 3‐substituted 5,7‐dichloroimidazo[1,5‐c]pyrimidine and a 3‐substituted 7‐chloroimidazo[1,5‐c]pyrimidin‐5(6H)‐one. The relative product distribution is subject to some control by the choice of the acyl substituent on the starting uracil. The resulting dichloro compounds were derivatized by reaction at the 5‐position with various nucleophiles, although the 7‐chloro substituent is unreactive. An alternative synthetic method proceeds from2in six efficient steps (protection as the phthalimide, chlorination, nucleophilic substitution, deprotection, acylation, and cyclodehydration) to 3‐substituted‐5,7‐bis(methylthio)imidazo[1,5‐c]pyrimidines. These compounds may also be derivatized by nucleophil

ISSN:0022-152X    

DOI:10.1002/jhet.5570230402

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY

摘要:

AbstractThe synthesis of 2‐aminomethyl‐1,10‐phenanthroline (4) from 1,10‐phenanthroline (1) is described. The reduction of 2‐cyano‐1,10‐phenanthroline (3) to4in the presence of 10% palladium on carbon in acetic acid under mild reaction conditions also proved to be a very efficient method for conversion of cyanopyridines to methyla

ISSN:0022-152X    

DOI:10.1002/jhet.5570230403

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY

摘要:

AbstractAn open‐chain bis‐Reissert salt analog5has been synthesized and fully characterized. The reaction of the salt analog with methyl acrylate yields the pyrrole7which exists in solution in the azafulvene form7a. The reaction of the salt analog with dimethylacetylene dicarboxylate (DMAD) affords the bispyrro

ISSN:0022-152X    

DOI:10.1002/jhet.5570230404

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY

摘要:

AbstractOn discute les caractéristiques que doivent posséder les hydrazones d'acétyl‐4 chloro‐5 (ou 3) pyrazoles pour se cycliser en pyrazolo[3,4‐c]pyrazoles à la lumière des échecs obtenus avec lesN‐méthylpyrazoles et les phénylhydrazones. Au lieu des dérivés de l'aza‐1 pentalène on a isolé une nouvelle pyrazolo[3,4‐b]quinoléïne, des hy

ISSN:0022-152X    

DOI:10.1002/jhet.5570230405

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY

摘要:

AbstractThe reaction ofo‐aminophenol andp‐benzoquinone in acetic acid yields phenoxazinones1, 5and6, phenoxazine7, triphenodioxazine2, ditriphenodioxazine3and the phenoxazinonyltriphenodioxazi

ISSN:0022-152X    

DOI:10.1002/jhet.5570230406

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY

摘要:

Abstract1‐N‐Alkyl‐1‐azapenta‐1,3‐dienes2smoothly reacted with various mesoionic oxazolones1to afford 3,4‐di‐hydro‐2‐pyridones3in excellent yields and there was no evidence for the formation of any products arising from the cycloaddition on the carboncarbon double bond or on th

ISSN:0022-152X    

DOI:10.1002/jhet.5570230407

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY

摘要:

AbstractThe photochemical reactions of α,β‐acetylenic ketones have been examined. Irradiation of 1‐p‐substituted phenyl‐2‐propyn‐1‐ones2–4in primary alcohols gave 2,5‐disubstituted furans2a–4c.The formation of furans can be explained in terms of cyclization, followed by dehydration of the 1:1‐adduct of acetylenic ketone and alcohol, which was formed initially by hydrogen atom abstraction from alcohol by the excited acetylenic ketone. Irradiation of 1‐p‐tolyl‐2‐propyn‐1‐one (2) in ethanol‐d1yielded 2‐methyl‐5‐p‐tolylfuran (2b) containing no deuterium. This result was consistent with a mechanism that involves hydrogen atom abstraction from alcohol by the carbon of triple bo

ISSN:0022-152X    

DOI:10.1002/jhet.5570230408

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY

摘要:

AbstractReaction of substituted 1‐methyl(benzyl)pyridinium salts (1) with liquid ammonia/potassium permanganate leads to introduction of the imino group at the carbon adjacent to the nitrogen. The regiospecificity of the reaction strongly depends on substituent X: at C‐6 for X = H, CONH2, C6H5and at C‐2 for X = CH3. 3‐Aminocarbonyl‐1‐t‐butylpyridinium iodide (5) on treatment with liquid ammonia/potassium permanganate exclusively gives the 4‐imino compound8;1H nmr spectroscopy shows that5in liquid ammonia gives a mixture of the σ‐adducts 4‐amino‐1,4‐dihydro‐ and 6‐amino‐1,6‐dihydro‐3‐pyridinecarbonamide (6and7). Surprisingly, an oxodemethylation reaction is observed on treatment of 3‐aminocarbonyl‐1,6‐dimethylpyridinium iodide (13) with liquid ammonia/potassium permanganate, 1,6‐dihydro‐1‐methyl‐6‐oxo‐3‐pyridinecarboxamide (14) being obtained. This compound can easily be converted by p

ISSN:0022-152X    

DOI:10.1002/jhet.5570230409

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY

摘要:

AbstractReaction ofN‐(4‐pyridylmethyl)benzamideN‐oxides2a‐fwith ethyl cyanoacetate in the presence of acetic anhydride yield dimerization compounds3a‐fand (E)‐ethyl 2‐cyano‐3‐(4‐pyridyl)‐3(benzoylamino)acrylates4a‐f, which react with hydrazine to give 4‐cyano‐3‐(4‐pyridyl)‐3‐pyrazolin‐5‐on

ISSN:0022-152X    

DOI:10.1002/jhet.5570230410

出版商:Wiley‐Blackwell    

年代:1986

数据来源: WILEY