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CuBr-mediated radical cascade difluoroacetamidation of acrylamides using α,α-difluoro-α-(TMS)-acetamides

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Abstract

Radical cascade difluoroacetamidation of N-(arylsulfonyl)acrylamides with α,α-difluoro-α-(TMS)-acetamides has been achieved for the first time. This CuBr-mediated transformation is easy to perform, generates high yields and shows a good substrate scope. This cascade reaction proceeds via difluoroacetamidation, aryl migration and desulfonylation. The products can be readily transformed into synthetically useful compounds such as difluorofunctionalized esters and alcohols in excellent yields.

Graphical abstract: CuBr-mediated radical cascade difluoroacetamidation of acrylamides using α,α-difluoro-α-(TMS)-acetamides

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Publication details

The article was received on 15 Mar 2017, accepted on 03 May 2017 and first published on 08 May 2017


Article type: Research Article
DOI: 10.1039/C7QO00209B
Citation: Org. Chem. Front., 2017, Advance Article
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    CuBr-mediated radical cascade difluoroacetamidation of acrylamides using α,α-difluoro-α-(TMS)-acetamides

    K. Liu, L. Sui, Q. Jin, D. Li and P. Liu, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00209B

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