Mild copper-catalyzed trifluoromethylation of terminal alkynes using an electrophilic trifluoromethylating reagent

• Published in: Tetrahedron Vol. 68; no. 11; pp. 2527 - 2531
• Main Authors: Weng, Zhiqiang, Li, Huaifeng, He, Weiming, Yao, Liang-Feng, Tan, Jianwei, Chen, Jinfa, Yuan, Yaofeng, Huang, Kuo-Wei
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 18.03.2012; Elsevier
• Subjects: Alkynes; Catalysis; Catalysts; Catalysts: preparations and properties; Chemistry; Chemistry, Organic; Copper catalyst; Exact sciences and technology; Functional groups; General and physical chemistry; Heterocyclic compounds; Miscellaneous; Organic chemistry; Physical Sciences; Preparations and properties; Science & Technology; Terminal alkyne; Terminals; Tetrahedrons; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; Tolerances; Trifluoromethylation reaction; Terminal alkyne; Trifluoromethylation reaction; Copper catalyst; PALLADIUM; FACILE SYNTHESIS; CHEMISTRY; FLUORINE; ARYL IODIDES; AGENTS; OXIDATIVE TRIFLUOROMETHYLATION; REDUCTIVE ELIMINATION; Catalytic reaction; Chemical reagent; Acetylenic compound; Transition metal; Copper ion; Trifluoromethylation; Copper; Catalyst; Alkyne; Electrophile
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2011.12.085

A catalytic process for trifluoromethylation of terminal alkynes with Togni’s reagent has been developed, affording trifluoromethylated acetylenes in good to excellent yields. The reaction is conducted at room temperature and exhibits tolerance to a range of functional groups. [Display omitted]