Indole-2, 3-quinodimethanes: a new strategy for the synthesis of tetracyclic systems of indole alkaloids

C Exon, T Gallagher, P Magnus

Index: Exon, Christopher; Gallagher, Timothy; Magnus, Philip Journal of the American Chemical Society, 1983 , vol. 105, # 14 p. 4739 - 4749

Full Text: HTML

Citation Number: 53

Abstract

Abstract: The imine 7, derived from N-[(4-methoxyphenyl) sulfonyl]-2-methylindole-3- carboxaldehyde (6) and 4-pentenylamine, on treatment with a range of chloroformates gave cis-octahydropyridocarbazoles 8, in yields ranging from 43 to 92%. Similarly the series of imines 18-24 derived from 6 and the corresponding amine gave, on treatment with the mixed carbonic anhyride from ethyl chloroformate and 4-pentenoic acid 25, the tetracyclic ...