Remote radical alkynylation of unactivated C(sp<sup>3</sup>)–H bonds of ethynesulfonamides

We report an efficient protocol for the construction of δ-alkynyl amides <i>via</i> 1,5-hydrogen atom transfer and alkynyl group transfer of ethynesulfonamides. The readily installed ethynesulfonamides serve as both an amidyl radical precursor and an alkyne source. This reaction features excellent site selectivity for tertiary, secondary, primary, and benzylic C(sp<sup>3</sup>)-H bonds.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc01215e
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Remote radical alkynylation of unactivated C(sp3)–H bonds of ethynesulfonamides

Danyang Xie, Mao-Jun Guo, Yong Xia, Bo Qin et al.
Chemical Communications
Catalytic C–H Functionalization Methods
article

Remote radical alkynylation of unactivated C(sp3)–H bonds of ethynesulfonamides

Danyang Xie, Mao-Jun Guo, Yong Xia, Bo Qin, Pan Zhou, Li Xu, Jiawei Li
article en

Abstract

We report an efficient protocol for the construction of δ-alkynyl amides <i>via</i> 1,5-hydrogen atom transfer and alkynyl group transfer of ethynesulfonamides. The readily installed ethynesulfonamides serve as both an amidyl radical precursor and an alkyne source. This reaction features excellent site selectivity for tertiary, secondary, primary, and benzylic C(sp<sup>3</sup>)-H bonds.

Chemical CommunicationsVol. 61(39)
Chongqing University (CN)
Openalex Percentile: Top 94%
Catalytic C–H Functionalization Methods
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