Reactivity and rearrangements of dialkyl- and diarylvinylsulfonium salts with indole-2-and pyrrole-2-carboxaldehydes

被引：40
|
作者：
Wang, YF [1 ]
Zhang, WH [1 ]
Colandrea, VJ [1 ]
Jimenez, LS [1 ]
机构：
[1] Rutgers State Univ, Dept Chem, Piscataway, NJ 08854 USA
来源：
TETRAHEDRON | 1999年 / 55卷 / 35期
基金：
美国国家科学基金会;
关键词：
sulfonium salts; rearrangements; bicyclic heterocyclic compounds; natural products;
D O I：
10.1016/S0040-4020(99)00605-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Various dialkyl- and diarylvinylsulfonium salts react with indole-2-carboxaldehydes in the presence of sodium hydride and sodium azide to form tricyclic azido alcohols analogous to 2. With pyrrole-2-carboxaldehyde, [2,3] sigmatropic and other rearrangements occur except in the case of diphenylvinylsulfonium trifluoromethanesulfonate where the annulation reaction does take place to give a low yield of 29. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：10659 / 10672
页数：14
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