Copper-catalyzed tandem trifluoromethylation–cyclization of olefinic carbonyls: synthesis of trifluoromethylated 2,3-dihydrofurans and 3,4-dihydropyrans

Abstract

A copper-catalyzed trifluoromethylation–cyclization of olefinic carbonyls was developed. With this method, a variety of 2,3-dihydrofuran and 3,4-dihydropyran derivatives containing a CF₃ group were selectively obtained in moderate to good yields. This chemistry represents a rare example of direct construction of trifluoromethylated oxygen-containing heterocycles via the combination of radical trifluoromethylation with endo-type radical addition to carbonyls.