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

Authors
CAUBERE C CAUBERE P IANELLI S NARDELLI M JAMARTGREGOIRE B
Citation
C. Caubere et al., AGGREGATIVE ACTIVATION AND HETEROCYCLIC CHEMISTRY .1. COMPLEX BASES PROMOTED ARYNIC CYCLIZATION OF IMINES OR ENAMINOKETONES - REGIOCHEMICALSYNTHESIS OF INDOLES, Tetrahedron, 50(41), 1994, pp. 11903-11920
Citations number
51
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
41
Year of publication
1994
Pages
11903 - 11920
Database
ISI
SICI code
0040-4020(1994)50:41<11903:AAAHC.>2.0.ZU;2-8
Abstract
The complex base NaNH2-t-BuONa allowed expeditious syntheses of indole s by arynic cyclisation of imines or enaminoketones prepared from halo geno anilines and carbonyl derivatives. Unstable imines may be used wi thout purification, complex bases being unsensitive to impurities. It is showed that this kind of reaction may be applied to mixture of subs trates suitably halogenated on the benzene ring. Formation of three co mponents aggregates is proposed to explain a number of observations.