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Paper | Regular issue | Vol 75, No. 1, 2008, pp.107-118
Published online, 10th September, 2007
DOI: 10.3987/COM-07-11190
A Concise Approach to (±)-Tubifoline Based on the Palladium-Catalyzed Cross-Coupling Reaction of Indolylborate

Minoru Ishikura,* Norinobu Takahashi, Koji Yamada, and Takumi Abe

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan

Abstract

The palladium-catalyzed tandem cyclization-cross-coupling protocol using 1H-indol-2-yltrialkylborate (indolylborate) proved to be a versatile approach to the generation of 2-(4-piperidylmethyl)indole, which was successfully used for the preparation of (±)-tubifoline.