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N-Heterocyclic carbene-catalyzed stereoselective construction of olefinic carbon–sulfur bonds via cross-coupling reaction of gem-difluoroalkenes and thiols

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Abstract

A novel organocatalytic olefinic carbon–sulfur bond forming reaction was developed. Under the catalysis of 10 mol% stable N-heterocyclic carbene, thiols undergo direct nucleophilic substitution reaction with gem-difluoroalkenes to produce α-fluorovinyl thioethers in high yields with excellent Z-selectivity. In this process, bases are not necessary.

Graphical abstract: N-Heterocyclic carbene-catalyzed stereoselective construction of olefinic carbon–sulfur bonds via cross-coupling reaction of gem-difluoroalkenes and thiols

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Publication details

The article was received on 10 Mar 2017, accepted on 11 Apr 2017 and first published on 12 Apr 2017


Article type: Communication
DOI: 10.1039/C7OB00599G
Citation: Org. Biomol. Chem., 2017, Advance Article
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    N-Heterocyclic carbene-catalyzed stereoselective construction of olefinic carbon–sulfur bonds via cross-coupling reaction of gem-difluoroalkenes and thiols

    Z. Cong, Y. Li, L. Chen, F. Xing, G. Du, C. Gu and L. He, Org. Biomol. Chem., 2017, Advance Article , DOI: 10.1039/C7OB00599G

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