Copper-Catalyzed Three-Component Oxytrifluoromethylation of Alkenes with Sodium Trifluoromethanesulfinate and Hydroxamic Acid

• Published in: Angewandte Chemie International Edition Vol. 52; no. 52; pp. 14177 - 14180
• Main Authors: Jiang, Xin-Yi, Qing, Feng-Ling
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 23.12.2013; WILEY‐VCH Verlag; Wiley; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alcohols; Alkenes; Alkenes - chemistry; Bearing; Catalysis; Chemistry; Chemistry, Multidisciplinary; copper; Copper - chemistry; fluorine; Functional groups; Hydroxamic Acids - chemistry; Olefins; Oxidation-Reduction; Physical Sciences; radical chemistry; Radicals; Science & Technology; Sodium; Stereoisomerism; synthetic methods; SILVER-MEDIATED TRIFLUOROMETHYLATION; BOND FORMATION; SANDMEYER TRIFLUOROMETHYLATION; alkenes; OXIDATIVE TRIFLUOROMETHYLATION; ARYLBORONIC ACIDS; ARYL BORONIC ACIDS; AEROBIC DIOXYGENATION; PD(II)-CATALYZED ORTHO-TRIFLUOROMETHYLATION; copper; ELECTROPHILIC TRIFLUOROMETHYLATION; radical chemistry; synthetic methods; METAL-FREE; fluorine

Radical paths: The title reaction of olefins with NaSO2CF3 and N‐hydroxy‐N‐phenylacetamide at room temperature is described for the first time (see scheme). This reaction provides a practical and convenient route to a series of trifluoromethylated alcohols bearing a wide range of functional groups....