STRAINED HETEROCYCLIC SYSTEMS .4. 1,2-DIHYDROCYCLOBUTA[B]QUINOLINE AND DERIVATIVES

被引：34

作者：

MARKGRAF, JH

KATT, RJ

SCOTT, WL

SHEFRIN, RN

机构：

[1] Department of Chemistry, Williams College, Williamslown

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 12期

关键词：

D O I：

10.1021/jo01264a081

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title compound (1) and its 8-carboxy derivatives were prepared and characterized. One of the noteworthy fragmentations in the mass spectrum of 1 was the generation of 2,3-quinolyne. Spectral comparisons of the 8-carboxy derivatives with model compounds indicated that the four-membered ring exerted no steric hindrance toward the adjacent substituents. Hydrogen exchange studies of 1 reflected the strain in the fused ring system; its N-oxide underwent facile exchange. © 1969, American Chemical Society. All rights reserved.

引用

页码：4131 / &

共 32 条

[1]

BORSCHE W, 1910, LIEBIGS ANN CHEM, V377, P70

[2]

BROWN RFC, 1966, CHEM IND-LONDON, P343

[3] THE APPLICATION OF PFITZINGER REACTIONS TO THE SYNTHESIS OF QUINOLINE DERIVATIVES - A NOVEL ROUTE TO 4-HYDROXYQUINOLINES [J].