Organic letters

Two-Step Total Syntheses of Canthin-6-one Alkaloids: New One-Pot Sequential Pd-Catalyzed Suzuki− Miyaura Coupling and Cu-Catalyzed Amidation Reaction

A Gollner, PA Koutentis

Index: Gollner, Andreas; Koutentis, Panayiotis A. Organic Letters, 2010 , vol. 12, # 6 p. 1352 - 1355

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Citation Number: 25

Abstract

Canthin-6-one (1) and nine analogues including the naturally occurring 9-methoxycanthin-6- one (2) and amaroridine (3) are prepared rapidly and in high yields via a convergent “non- classical” strategy that focuses on construction of the central ring B. The strategy relies on concomitant Pd-catalyzed Suzuki− Miyaura C− C coupling followed by a Cu-catalyzed C− N coupling that can be achieved either stepwise or in a new one-pot protocol starting from ...