PHOTOCYCLOADDITION OF QUINOXALINE-2(1H)-THIONES TO ALKENES

被引：12

作者：

NISHIO, T

机构：

[1] Department of Chemistry, University of Tsukuba, Tsukuba-Shi, Ibaraki

来源：

HELVETICA CHIMICA ACTA | 1992年 / 75卷 / 02期

关键词：

D O I：

10.1002/hlca.19920750208

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A synthetically useful C-C bond formation involving the photochemical addition of quinoxaline-2(1H)-thiones to alkenes is described. Irradiation of the quinoxaline-2(1H)-thiones 1-4 in the presence of the alkenes 7 gave the 2-(2'-mercaptoalkyl)quinoxalines 8-11 in moderate-to-good yields via ring cleavage of an intermediate aminothietane with aromatization of the quinoxaline ring. The latter was formed by [2 + 2] photocycloaddition of the C = S bond of the quinoxaline-2(1H)-thione and the C = C bond of the alkene.

引用

页码：487 / 492

页数：6

共 31 条

[21]

NISHIO T, 1989, J CHEM RES-S, P204

[22]

Oae S., 1977, ORGANIC CHEM SULFUR, P189

[23] PHOTOCHEMISTRY OF THE NITROGEN-THIOCARBONYL SYSTEMS .12. PHOTOINDUCED REACTIONS .107. PHOTOCHEMISTRY OF THE N-ACYLLACTAM AND ACYCLIC THIOIMIDE SYSTEMS - COMPETITION BETWEEN PATERNO-BUCHI TYPE AND NORRISH TYPE-I REACTIONS [J].