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Synthesis 2002(2): 0237-0241
DOI: 10.1055/s-2002-19799
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Benzo[c]Phenanthridine Alkaloids, Using a Novel Palladium-Phosphine Combination System - Pd(OAc)2, DPPP, and Bu3P

Takashi Harayama*, Toshihiko Akiyama, Yuichiro Nakano, Kentaro Shibaike, Hisashi Akamatsu, Akihiro Hori, Hitoshi Abe, Yasuo Takeuchi
Faculty of Pharmaceutical Sciences, Okayama University, Tsushima-naka 1-1-1, Okayama 700-8530, Japan
Fax: +81(86)2517963; e-Mail: harayama@pharm.okayama-u.ac.jp;
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Publication History

Received 20 September 2001
Publication Date:
03 August 2004 (online)

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Abstract

Total synthesis of several benzo[c]phenanthridine alkaloids was accomplished via an aryl-aryl coupling reaction using a novel Pd reagent prepared from Pd(OAc)2, DPPP, and Bu3P. This is a versatile method for the coupling reactions of not only aryl triflates and arenes but also aryl halides and arenes.

Key words

intramolecular aryl-aryl coupling - ring closure - palladium reagent - halo-amide - triflate-amide

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