Articles

Direct 3-Arylsulfenylation of Indoles with Thiols in Basic Ionic Liquid

  • Cen Jinghe ,
  • Yang Kai ,
  • Li Jianxiao ,
  • Li Can ,
  • Yang Shaorong
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  • a School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640;
    b School of Pharmaceutical Sciences, Gannan Medical University, Ganzhou 341000

Received date: 2017-07-05

  Revised date: 2017-08-16

  Online published: 2017-08-18

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21502055, 21642005), the Fundamental Research Funds for the Central Universities (No. 2015ZM150) and the China Postdoctoral Science Foundation (No. 2016T90779).

Abstract

An efficient and convenient transition metal-free procedure for the synthesis of 3-sulfenylindoles derivatives in moderate to good yields from readily available indoles and thiols in basic ionic liquid has been developed. Their structures were confirmed by 1H NMR, 13C NMR and HRMS. This sulfenylation process provides a novel route for directly accessing 3-sulfenylindoles in good to excellent yields and good functional group tolerance with high atom efficiency. Notably, the current methodology could also be conveniently applied to the synthesis of thioarylated naturally occurring biologically active frameworks.

Cite this article

Cen Jinghe , Yang Kai , Li Jianxiao , Li Can , Yang Shaorong . Direct 3-Arylsulfenylation of Indoles with Thiols in Basic Ionic Liquid[J]. Chinese Journal of Organic Chemistry, 2017 , 37(12) : 3213 -3219 . DOI: 10.6023/cjoc201707005

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