The Journal of Organic Chemistry

Rivularins. Preliminary synthetic studies

H Maehr, JM Smallheer

Index: Maehr, Hubert; Smallheer, Joanne M. Journal of Organic Chemistry, 1984 , vol. 49, p. 1549 - 1553

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Citation Number: 7

Abstract

The 3, 4 '-biindole system of rivularin D has been synthesized from 1-(2, 2-dimethoxyethyl)-2- methyl-3-nitrobene by consecutive Batcho-Leimgruber and Fischer indolizations. 5-Bromo-3- (2-methyl-3-nitrophenyl)-1H-indole could be converted to 5-bromo-l-methyl-3, 4'-bi-lH-indole or 10-bromo-7-methy1-7H-naphth [2, 1-b] indo1-4-amine by heating with N, N'- dimethylformamide dialkyl acetal, followed by reduction with Raney nickellhydrazine. In ...