Ruthenium-Catalyzed Carbonylation of α-Aminoaryl-Tethered Alkylidenecyclopropanes: Synthesis of Eight-Membered Benzolactams

作者：Miao-Miao Ji, Peng-Rui Liu, Jun-Dong Yan, Yong-Yu He, Hongguang Li, Ai‐Jun Ma, Jin‐Bao Peng · 发表于：Organic Letters · 年份：2024 · DOI：10.1021/acs.orglett.3c03913 · 被引用次数：20 · 研究领域：Cyclopropane Reaction Mechanisms、Catalytic Alkyne Reactions、Catalytic C–H Functionalization Methods

The synthesis of medium-sized lactams is a great challenge because of the unfavorable transannular interactions and entropic barriers in the transition state. We have developed a ruthenium-catalyzed carbonylation of α-aminoaryl-tethered alkylidenecyclopropanes (ACPs) that allows for the efficient preparation of valuable eight-membered benzolactams under ligand-free conditions. The amino group served a dual role of both directing group and nucleophile to facilitate the metallacycle formation and the carbonylation.