Tetrahedron

Studies of the reactions between indole-2, 3-diones (isatins) and 2-aminobenzylamine

J Bergman, R Engqvist, C Stålhandske, H Wallberg

Index: Bergman, Jan; Engqvist, Robert; Stalhandske, Claes; Wallberg, Hans Tetrahedron, 2003 , vol. 59, # 7 p. 1033 - 1048

Full Text: HTML

Citation Number: 96

Abstract

Reflux of equimolecular amounts 2-aminobenzylamine and isatins in acetic acid produced indolo [3, 2-c] quinolin-6-ones in good yields. A proposed mechanism involving initial formation of a spiro compound is given. This isolable intermediate subsequently rearranges via a sequential isocyanate ring opening and a cyclisation process to a urea derivative which finally cyclized to the indolo [3, 2-c] quinolin-6-ones. The urea derivative could be ...