REACTIONS OF NINHYDRIN WITH ACTIVATED ANILINES - FORMATION OF INDOLE-DERIVATIVES

Authors
BLACK DS BOWYER MC CONDIE GC CRAIG DC KUMAR N
Citation
Ds. Black et al., REACTIONS OF NINHYDRIN WITH ACTIVATED ANILINES - FORMATION OF INDOLE-DERIVATIVES, Tetrahedron, 50(37), 1994, pp. 10983-10994
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
37
Year of publication
1994
Pages
10983 - 10994
Database
ISI
SICI code
0040-4020(1994)50:37<10983:RONWAA>2.0.ZU;2-L
Abstract
In benzene, ninhydrin undergoes electrophilic substitution at C2 of 3, 5-dimethoxyaniline, leading to the indeno[1,2b]indole (7), which can i n turn be transformed into the fused indole derivatives (9), (17) and (19), the indolenines (15) and (16), the indolone (18), and the dihydr oindole(8). The corresponding reaction in water undergoes electrophili c substitution at C4 to give compound (11)