SYNTHESIS OF GENOTOXIC HETEROCYCLIC AMINES TRP-P-1 AND TRP-P-2

被引：54

作者：

HIBINO, S

SUGINO, E

KUWADA, T

OGURA, N

SATO, K

CHOSHI, T

机构：

[1] Faculty of Pharmacy & Pharmaceutical Sciences, Fukuyama University, Fukuyama

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 22期

关键词：

D O I：

10.1021/jo00048a026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trp-P-1 (1a) and Trp-P-2 (1b) possessing a pyrido[4,3-b]indole system have been newly synthesized. The key reaction step in the synthetic sequence has been the thermal electrocyclic reaction of the 1-azahexa-1,3,5-triene system 3 involving the indole [b] bond derived from 2-vinylindoles 4. 2-Vinylindole 4a has been derived from N-(benzenesulfonyl)indole (5) in a four-step sequence. 2-Vinylindole 4b has been synthesized by two routes using either ethoxymethylidene Meldrum's acid (6b) or diethyl ethoxymethylidenemalonate (10) as Michael acceptors to the 2-lithio-N-(benzenesulfonyl)indole.

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页码：5917 / 5921

页数：5

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