Novel Chemoselective Desulfurization of γ-Phenylthio-Substituted Aromatic Lactams: Application to the Synthesis of Isoindolobenzazepine Alkaloid, Lennoxamine

T Suzuki, K Takabe, H Yoda

Index: Suzuki, Takamasa; Takabe, Kunihiko; Yoda, Hidemi Synlett, 2006 , # 20 p. 3407 - 3410

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Citation Number: 11

Abstract

Abstract Treatment of a variety of γ-phenylthio-substituted aromatic lactams with lithium aluminum hydride in the presence of cuprous iodide led to novel chemoselective desulfurization reactions to afford the corresponding substituted aromatic lactams without giving the carbonyl-reduced and/or ring-opened products in extremely high yields. This process was further applied to the total synthesis of an isoindolobenzazepine alkaloid, ...