Issue 7, 2016

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.

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

Supplementary files

Article information

Article type
Research Article
Submitted
01 Apr 2016
Accepted
25 Apr 2016
First published
26 Apr 2016

Org. Chem. Front., 2016,3, 804-808

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

X. Bai, L. Lv and Z. Li, Org. Chem. Front., 2016, 3, 804 DOI: 10.1039/C6QO00137H

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