CYCLOADDITIONS OF ALPHA-DIAZO CARBONYL-COMPOUNDS TO ENAMINES

被引:29
作者
HUISGEN, R
REISSIG, HU
机构
[1] Institut für Organische Chemie der Universität, München, D-8000
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1979年 / 18卷 / 04期
关键词
D O I
10.1002/anie.197903301
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Carbonyl‐activated diazo compounds and enamines (acyclic or with a six‐membered ring) undergo 1,3‐dipolar cycloaddition. The invariant orientation of the reactants is remarkable: the initial products are 4‐aminopyrazolines such as 1. In contrast, the (partly isolable) zwitterions 2 formed as primary products from enamines with a five‐membered ring arise by azo coupling. (Figure Presented.) Copyright © 1979 by Verlag Chemie, GmbH, Germany
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页码:330 / 331
页数:2
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