摘要:

AbstractAromatic methoxy and/or methylenedioxy substituted 7‐methyltetrahydrobenz[d]indeno[1,2‐b]‐azepines7and their 12‐oxo derivatives8were efficiently synthesized by the general method consisting of two types of intramolecular dehydrative cyclizations, as follows.N‐Methyl‐N‐β‐phenethylacetamides1were cyanomethylated in the two‐step process of chloromethylation and treatment of the resultant benzyl chlorides with sodium cyanide. The condensation of the benzyl cyanides2with the appropriate benzaldehydes, followed by reduction of the benzylidene function, gave α,β‐diphenylpropionitriles3. Successively, hydrolysis to the amino acids4and the thermal cyclization converted3to the benzylbenzazepinones5, which were also prepared by benzylation of the benzazepinones6smoothly by heating of5with phosphoryl chloride to afford the title azepines7. Further, these tetracyclic enamines7underwent autoxidation to the corresponding 12‐oxo derivatives8, on exposure to oxygen in

ISSN:0022-152X    

DOI:10.1002/jhet.5570170301

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY

摘要:

AbstractA convenient synthesis of 2‐ and 6‐chloro‐3‐(5‐methyl‐1,3,4‐oxadiazol‐2‐yl)pyridines,3and10, utilizing the readily available amide7is described. Incorporation of the 3‐t‐butylamino‐2‐hydroxypropoxy side chain onto3provided2, a potential bioisostere of1. The antihypertensive activities of2and12were evaluated in the spontaneous

ISSN:0022-152X    

DOI:10.1002/jhet.5570170302

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY

摘要:

AbstractThe synthesis of 1‐azaphenoxathiinN‐oxide is described. Total assignment of the13C‐nmr spectrum and the effects of theN‐oxide moiety on the chemical shifts and1H‐13C spin couplings constants are described and compared to the parent 1‐azaphenoxathiin system. The potential for the use ofN‐oxidation induced changes in13C‐nmr chemical shifts and1H‐13C coupling constants as an assignment criterion

ISSN:0022-152X    

DOI:10.1002/jhet.5570170303

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY

摘要:

AbstractThe phthalazine Reissert compound has been used to convert phthalazine to 1‐benzylphthalazines, bisbenzylphthalazines, 1,4‐disubstituted phthalazines, 1‐cyanophthalazine, and a number of other phthalazine derivatives including the tricyclic compo

ISSN:0022-152X    

DOI:10.1002/jhet.5570170304

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY

摘要:

AbstractUsing a metal template reaction, a series of [14]azaannulenes formed from a β‐diketone and an aromatic diamine in the presence of nickel(II) have been synthesized. Attempted cyclizations with bulky β‐diketones and certain substituted diamines showed that the cyclization is sensitive to steric effects. At least one of the nickel complexes readily reacts with a series of nucleophilic reagents to give methine‐substituted p

ISSN:0022-152X    

DOI:10.1002/jhet.5570170305

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY

摘要:

AbstractA convenient method for the synthesis of 2‐chloro‐5‐hydroxynicotinonitrile (10)via5‐amino‐2‐chloro‐3‐methylpyridine (3) is described. Subsequent conversions provided the basic metabolite2of (S)‐2‐(3‐t‐butylamino‐2‐hydroxypropoxy)‐3‐cyanopyridine (1).13C Nmr data is also presented to characterize 2‐chloro‐5‐fluoro‐3‐methylpyridine (5), a by‐product in the Schiemann reac

ISSN:0022-152X    

DOI:10.1002/jhet.5570170306

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY

摘要:

AbstractAlkylation of the 2‐mercaptoacetamide4awith chloropropanone afforded the ketoamide10which on direct acid‐catalyzed cyclization furnished12. The cyclization can be arrested at the stage of the enamide11. Periodate oxidation of12gave the equatorial sulfoxide14. Reduction of12with diborane led to13which was oxidized to yield a mixture of sulfoxides17and18. The configuration of12, 14, 17, and18was established on the basis of nmr data. Compounds12, 14, and18showed an interesting degree of antihypertensive activ

ISSN:0022-152X    

DOI:10.1002/jhet.5570170307

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY

摘要:

AbstractA series of 5,6‐disubstituted 3‐alkoxypyrazine‐2‐carbonitriles (2a‐i) were prepared from 5,6‐disubstituted pyrazine‐2,3‐dicarbonitriles (1a‐d) by direct substitution with alcohols. Treatment of1with amines gave either pyrrolopyrazines (3a,b) or substitution products (4,5). In a low temperature range,1afforded imidates and related compounds (6–11). The preference among these reactions depended on the 5,6‐substituents and on th

ISSN:0022-152X    

DOI:10.1002/jhet.5570170308

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY

摘要:

Abstract9‐β‐d‐Ribopyranosylhypoxanthine was isolated from fermentation broths ofStreptomyces antibioticus.Its structure was proved by syn

ISSN:0022-152X    

DOI:10.1002/jhet.5570170309

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY

摘要:

AbstractLes quatreorthoamino formyl quinoléines substituées sur le cycle pyridinique ont été synthétisées par oxydation des amino hydroxyméthyl quinoléines correspondantes. Parmi toutes les méthodes envisagées, seule cette dernière a permis la préparation de l'amino‐3 formyl‐2 quinoléine, composé relativement peu stable. Ces nouveaux composés bifonctionnels dérivés de la quinoléine constituent des synthons particulièrement intéressants pour l'élaboration

ISSN:0022-152X    

DOI:10.1002/jhet.5570170310

出版商:Wiley‐Blackwell    

年代:1980

数据来源: WILEY