Silver-Catalyzed [3 + 2] Annulation of 2 H -Azirines and CF 3 -Imidoyl Sulfoxonium Ylides: Access to CF 3 -Substituted 1 H - and 2 H -Pyrroles

作者：Haipeng Hu, Runfang Zhu, Yiding Wang, Yiyao Li, Shengnan Yang, Yuhong Zhang, Guizhou Yue · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.5c02887 · 被引用次数：5 · 研究领域：Fluorine in Organic Chemistry、Catalytic C–H Functionalization Methods、Synthesis and Catalytic Reactions

A novel silver-catalyzed [3 + 2] annulation reaction between 2 H -azirines and CF 3 -imidoyl sulfoxonium ylides has been developed, enabling the synthesis of CF 3 -substituted pyrrole derivatives. In this transformation, the CF 3 -imidoyl sulfoxonium ylides are first employed as a C2 synthon to synthesize CF 3 -1 H - and 2 H -pyrroles. This reaction features a broad substrate scope and generates dimethyl sulfoxide as a byproduct. Moreover, the CF 3 -pyrrole derivatives could be synthesized on a gram scale, and a possible catalytic cycle was proposed.