Total synthesis of benzo [c] phenanthridine alkaloids, chelerythrine and 12-methoxydihydrochelerythrine, by a palladium-assisted internal biaryl coupling reaction

T Harayama, T Akiyama, H Akamatsu, K Kawano…

Index: Harayama; Akiyama; Akamatsu; Kawano; Abe; Takeuchi Synthesis, 2001 , # 3 p. 444 - 450

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Citation Number: 42

Abstract

Abstract: A covenient and versatile synthesis of benzo [c] phenanthridine alkaloids, chelerythrine (1) and 12-methoxydihydrochelerythrine (5), was accomplished via an internal aryl-aryl coupling reaction of haloamides 8 and 9 by a palladium-assisted cyclization reaction. Key words: alkaloids, internal aryl-aryl coupling, ring closure, Heck-type reaction, palladium, haloamides

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