Ag(I)-Catalyzed C–C Bond Cleavage and Re-Assembly Reactions Between 2 H -Azirines and α-Carbonyl Sulfoxonium Ylides

作者：Yiding Wang, Yan Wang, Yangu Liu, Haipeng Hu · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.5c01885 · 被引用次数：3 · 研究领域：Synthesis and Catalytic Reactions、Catalytic C–H Functionalization Methods、Cyclopropane Reaction Mechanisms

In this report, we describe the Ag(I)- N,N′ -dioxide complex-catalyzed C–C bond cleavage and reassembly reactions between 2 H -azirines and α-carbonyl sulfoxonium ylides, leading to an unusual formal insertion of enamine into unstrained C–C bonds. This procedure provides rapid access to a series of otherwise inaccessible α,β-unsaturated imines. Detailed mechanistic studies reveal that this catalytic transformation proceeds through a tandem sequence involving a radical-mediated formal [3 + 2] cycloaddition reaction, C–C bond cleavage, and elimination processes.