HETEROCYCLES

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■ Condensed Heteroaromatic Ring Systems. XXIII. A Concise Synthesis of Hippadine

Takao Sakamoto,* Akito Yasuhara, Yoshinori Kondo, and Hiroshi Yamanaka

*Pharmaceutical Institute, Tohoku University, Aramaki, Aoba-ku, sendai 980-8578, Japan

Abstract

Hippadine, a pyrrolophenanthridine alkaloid, was synthesized in 39% overall yield of three steps using the palladium-catalyzed crosscoupling reaction of 2,6-dibromoaniline with (Z)-1-tributylstannyl-2-ethoxyethene as a key step.