SYNTHESIS AND STUDY OF N-SUBSTITUTED 1,2-DIHYDROPYRIDINES

被引：53

作者：

BEEKEN, P ^{[1
]}

BONFIGLIO, JN ^{[1
]}

HASAN, I ^{[1
]}

PIWINSKI, JJ ^{[1
]}

WEINSTEIN, B ^{[1
]}

ZOLLO, KA ^{[1
]}

FOWLER, FW ^{[1
]}

机构：

[1] SUNY STONY BROOK,DEPT CHEM,STONY BROOK,NY 11794

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1979年 / 101卷 / 22期

关键词：

D O I：

10.1021/ja00516a032

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A synthetic methodology to the reactive 1,2-dihydropyridine ring system has been developed. This method involves the use of 2-azabicyclo[2.2.0]hex-5-ene (2) as a synthetic equivalent for 1,2-dihydropyridine (3). In contrast to 1,2-dihydropyridine 3, 2-azabicyclo[2.2.0]hex-5-ene (2) is stable and its N-substituted derivatives can be readily prepared. The ring opening of the N-substituted 2-azabicyclo[2.2.0]hex-5-enes to the dihydropyridines can be accomplished by heating either in the gas phase or an inert solvent. The scope and applications of this synthetic method are discussed. © 1979, American Chemical Society. All rights reserved.

引用

页码：6677 / 6682

页数：6

共 35 条

[1] ADDITION-REACTIONS OF HETEROCYCLIC-COMPOUNDS .56. FORMATION OF 1,2-DIHYDROAZOCINES FROM 1,2-DIHYDROPYRIDINES WITH DIMETHYL ACETYLENEDICARBOXYLATE [J].