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Communication | Regular issue | Vol 45, No. 12, 1997, pp.2327-2330
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7989
A Novel Synthetic Method of Pyrrolo[2,3-b]indoles and Its Application to the Synthesis of (±)-Debromoflustramine B

Masanori Somei,* Fumio Yamada, Tomoyuki Izumi, and Masahiro Nakajou

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

1-Methoxy-3-(2-nitrovinyl)indole (4) functions as an electrophile and reacted with various nucleophiles regioselectively at the 2-position. Employing allyl alkoxides as nucleophiles, a novel synthetic method of pyrrolo[2,3-b]indoles has been elaborated. Utilizing the mothod, the synthesis of (±)-debromoflustramine B (10b) was achieved.