AGGREGATIVE ACTIVATION AND HETEROCYCLIC CHEMISTRY .1. COMPLEX BASES PROMOTED ARYNIC CYCLIZATION OF IMINES OR ENAMINOKETONES - REGIOCHEMICAL SYNTHESIS OF INDOLES

被引：29

作者：

CAUBERE, C

CAUBERE, P

IANELLI, S

NARDELLI, M

JAMARTGREGOIRE, B

机构：

[1] UNIV H POINCARE,FAC SCI,INCM,CHIM ORGAN LAB 1,CNRS,URA 457,FU 0008,F-54506 VANDOEUVRE NANCY,FRANCE

[2] UNIV PARMA,CNR,CTR STUDIO STRUTTURIST DIFFRATTOMETR,IST CHIM GEN,I-43100 PARMA,ITALY

来源：

TETRAHEDRON | 1994年 / 50卷 / 41期

关键词：

D O I：

10.1016/S0040-4020(01)89304-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The complex base NaNH2-t-BuONa allowed expeditious syntheses of indoles by arynic cyclisation of imines or enaminoketones prepared from halogeno anilines and carbonyl derivatives. Unstable imines may be used without purification, complex bases being unsensitive to impurities. It is showed that this kind of reaction may be applied to mixture of substrates suitably halogenated on the benzene ring. Formation of three components aggregates is proposed to explain a number of observations.

引用

页码：11903 / 11920

页数：18

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[1] SYNTHESIS OF NATURAL-PRODUCTS VIA TERTIARY AZIDES, II, 2-ALKYL AND 2-ARYL INDOLES [J].