Remote Site-Specific Radical Alkynylation of Unactivated C-H Bonds

Organic Letters
Lin WangArmido Studer

Abstract

A method for remote radical C-H alkynylation at unactivated sites is reported. C-H functionalization proceeds via 1,5-hydrogen atom transfer (HAT) to amidyl radicals that are generated via an addition/fragmentation reaction. The readily installed N-allylsulfonyl moiety is used as a precursor of the N-centered radical. Unactivated secondary and tertiary as well as selected primary C-H bonds can be functionalized by this method.

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Citations

Oct 24, 2018·Chemical Communications : Chem Comm·Guanyinsheng QiuJie Wu
May 3, 2019·Angewandte Chemie·Yong Xia, Armido Studer
Mar 21, 2020·Angewandte Chemie·Antonio M EchavarrenMargherita Zanini
Feb 6, 2020·Chemistry, an Asian Journal·Gautam KumarIndranil Chatterjee

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