Coupling-Spirocyclization Cascade of Tryptamine-Derived Isocyanides with Iodonium Ylides and Despirocyclization Reactions

作者：Luo-Rong Yuan, Shun‐Jun Ji, Xiaoping Xu · 发表于：Organic Letters · 年份：2023 · DOI：10.1021/acs.orglett.3c03090 · 被引用次数：13 · 研究领域：Catalytic C–H Functionalization Methods、Oxidative Organic Chemistry Reactions、Cyclopropane Reaction Mechanisms

A cobalt(II)-catalyzed coupling-cyclization cascade reaction between tryptamine-derived isocyanides and iodonium ylides is investigated, which allowed for the synthesis of different types of spiroindoline compounds by variation of substituents at the N1- and C2-positions in the indole skeleton. More interesting is that the spiroindoline products could undergo despirocyclization in the presence of amines, enabling efficient construction of enamine compounds.