4.6 Article

A copper-catalyzed three-component reaction of dithioacetals with diazo ketones and ketimines

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 20, 期 42, 页码 8223-8227

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob01679f

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资金

  1. National Natural Science Foundation of China [22001268, 21971262, 92056201]
  2. Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery [2019B030301005]
  3. Fundamental Research Funds for the Central Universities, Sun Yat-sen University [2021qntd44]
  4. Program for Guangdong Introducing Innovative and Entrepreneurial Teams [2016ZT06Y337]
  5. Key-Area Research and Development Program of Guangdong Province [2022B1111050003]

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A copper-catalyzed three-component reaction has been reported for the synthesis of acyclic thioacetal derivatives and medium-sized sulfur-containing heterocycles. The reaction proceeds by trapping highly active sulfur ylide species with isatin-derived ketimine, providing a broad substrate scope and good to high yields under mild reaction conditions.
A copper-catalyzed three-component reaction of dithioacetals with diazo-ketones and ketimines has been reported. This reaction proceeds via trapping of the highly active sulfur ylide species, which are generated from thioacetal and carbene intermediates, with isatin-derived ketimine, providing an efficient protocol for the synthesis of acyclic thioacetal derivatives and medium-sized sulfur-containing heterocycles in good to high yields under mild reaction conditions with a broad substrate scope.

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