4.8 Article

Copper-Catalyzed anti-Selective Radical 1,2-Alkylarylation of Terminal Alkynes

Journal

ORGANIC LETTERS
Volume 24, Issue 13, Pages 2536-2540

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00692

Keywords

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Funding

  1. National Natural Science Foundation of China [22001109, 22025103, 21831002]
  2. Guangdong Innovative Program [2019BT0-2Y335]
  3. Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]
  4. Shenzhen Special Funds [JCYJ20200109141001789]
  5. Research Start-Up Funding of SZU [8530300000137, 860000002110230]

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A copper-catalyzed highly anti-selective radical 1,2-alkylarylation of terminal alkynes has been established, providing facile access to various stereo-defined trisubstituted alkenes in high yield under mild reaction conditions.
A copper-catalyzed highly anti-selective radical 1,2-alkylarylation of terminal alkynes with aryl boronic acids and alkyl bromides has been established. The reaction exhibits high compatibility with a wide range of terminal alkynes and diverse aryl boronic acids, thus providing facile access to various stereo-defined trisubstituted alkenes in high yield under mild reaction conditions. Preliminary mechanistic investigations support the formation of alkyl radicals and their subsequent addition to alkynes in the reaction.

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