<i>anti</i>-Selective Carboacylation of Alkynes via Photoredox/Nickel Dual Catalysis

Here, we report an intermolecular carboacylation of terminal alkynes with tertiary and secondary alkyltrifluoroborates as well as acyl chlorides via photoredox/nickel dual catalysis, affording a varity of stereodefined trisubstituted enones in good to excellent yields and <i>E</i> stereoselectivity, through a radical relay process. This redox-neutral protocol exhibits excellent functional group tolerance, exclusive regio- and stereoselectivity, and broad compatibility with various acyl chlorides and alkyltrifluoroborates.

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Publication Details

Journal
Organic Letters
Published
2024-10-31
DOI
https://doi.org/10.1021/acs.orglett.4c03439
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.50

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article

anti-Selective Carboacylation of Alkynes via Photoredox/Nickel Dual Catalysis

Li‐Fang Wang, Lei Guo, Xian-Hua Pan, Ya-Ping Hou et al.
2 citations
Organic Letters
Sulfur-Based Synthesis Techniques
0.50
article

anti-Selective Carboacylation of Alkynes via Photoredox/Nickel Dual Catalysis

Li‐Fang Wang, Lei Guo, Xian-Hua Pan, Ya-Ping Hou, Chang-Xin Shi, Rui-Qi Niu
article en
2 citations

Abstract

Here, we report an intermolecular carboacylation of terminal alkynes with tertiary and secondary alkyltrifluoroborates as well as acyl chlorides via photoredox/nickel dual catalysis, affording a varity of stereodefined trisubstituted enones in good to excellent yields and <i>E</i> stereoselectivity, through a radical relay process. This redox-neutral protocol exhibits excellent functional group tolerance, exclusive regio- and stereoselectivity, and broad compatibility with various acyl chlorides and alkyltrifluoroborates.

Organic LettersVol. 26(44)
Shanghai Institute of Technology (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 38%
Sulfur-Based Synthesis Techniques
0.50
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