Diiodotrifluoromethoxylation of Terminal Alkynes
Muhammad Bilal Altaf1, Mingxin Zhao1, Lu Guo1
1State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin 300071, China.
Abstract:
Given the unique properties of the trifluoromethoxy (OCF3) group and the broad utility of alkenes, synthesis of trifluoromethoxylated alkenes, particularly those incorporating halogen substituents, is of significant importance. While chloro-/bromo-trifluoromethoxylated alkenes are established, iodo variants remain underdeveloped (single example, 18% yield). We herein present diiodotrifluoromethoxylation of terminal alkynes, delivering 1,1-diiodo-2-(OCF3)-alkenes in 61-92% yields. This method features a broad substrate scope and scalability and enables late-stage functionalization of bioactive molecules.
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02:38Electrophilic Addition to Alkynes: Halogenation
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