Issue 41, 2017

Visible-light induced di- and trifluoromethylation of N-benzamides with fluorinated sulfones for the synthesis of CF2H/CF3-containing isoquinolinediones

Abstract

A general visible light induced direct difluoromethylation of N-methacryloyl benzamides by using difluoromethyl sulfone was developed. In addition, photoredox-catalyzed trifluoromethylation of N-methacryloyl benzamides with trifluoromethyl sulfone via a similar radical process was also achieved. This method allows for an efficient and practical synthesis of a variety of CF2H/CF3-containing isoquinoline-1,3(2H,4H)-diones in moderate to good yields. The reaction features mild reaction conditions, operational simplicity, and a broad substrate scope.

Graphical abstract: Visible-light induced di- and trifluoromethylation of N-benzamides with fluorinated sulfones for the synthesis of CF2H/CF3-containing isoquinolinediones

Supplementary files

Article information

Article type
Paper
Submitted
05 Sep 2017
Accepted
02 Oct 2017
First published
02 Oct 2017

Org. Biomol. Chem., 2017,15, 8748-8754

Visible-light induced di- and trifluoromethylation of N-benzamides with fluorinated sulfones for the synthesis of CF2H/CF3-containing isoquinolinediones

G. Zou and X. Wang, Org. Biomol. Chem., 2017, 15, 8748 DOI: 10.1039/C7OB02226C

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