Organic letters

A Facile Synthesis of Dragmacidin B and 2, 5-Bis (6'-bromo-3'-indolyl) piperazine

FY Miyake, K Yakushijin, DA Horne

Index: Miyake, Fumiko Y.; Yakushijin, Kenichi; Home, David A. Organic Letters, 2000 , vol. 2, # 20 p. 3185 - 3187

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Citation Number: 53

Abstract

A short synthesis of dragmacidin B (1), 2, 5-bis (6'-bromo-3'-indolyl) piperazine (2), and corresponding didebromo analogues 8 and 9 is described. The key steps involve the dimerization of oxotryptamines 4 and 11 to give bis (indolyl) pyrazines 5 and 12, which upon selective reduction and reductive methylation with sodium cyanoborohydride afforded the requisite piperazine natural products.