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Communication | Regular issue | Vol 60, No. 11, 2003, pp.2429-2434
Published online, 16th September, 2003
DOI: 10.3987/COM-03-9883
Concise Synthesis of Pyrrolophenanthridine Alkaloids Using a Pd-Catalyzed Biaryl Coupling Reaction with Regioselective C-H Activation

Takashi Harayama,* Akihiro Hori, Hitoshi Abe, and Yasuo Takeuchi

*Faculty of Pharmaceutical Science, Okayama University, 1-1-1 Tsushima-naka, Okayama 700-8530, Japan


The concise synthesis of the pyrrolophenanthridine alkaloids such as anhydrolycorine, assoanine, anhydrolycorin-7-one, and oxoassoanine, was achieved using the Pd-catalyzed biaryl coupling reaction of 1-(2-halobenzyl)-2,3-dihydroindole by applying the regioselective C-H activation method with intramolecular coordination of the benzylamino group to Pd.