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Iodine-catalyzed Direct Thiolation of Indoles with Thiols Leading to 3-Thioindoles Using Air as the Oxidant

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Abstract

A simple and convenient method has been developed for the construction of 3-thioindoles via molecular iodine-catalyzed direct thiolation of indoles with thiols. The present protocol, which employs thiols as the thiolating agents, inexpensive molecular iodine as the catalyst, and environmentally benign air as the oxidant, allows the regioselective generation of 3-thioindoles in good to excellent yields.

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Acknowledgments

This work was supported by the National Natural Science Foundation of China (No. 21302109, 21302110, and 21375075), the Taishan Scholar Foundation of Shandong Province, the Natural Science Foundation of Shandong Province (ZR2015JL004).

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Authors and Affiliations

  1. The Key Laboratory of Life-Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, 273165, Shandong, China

    Xiaoxia Liu, Huanhuan Cui, Daoshan Yang, Shicui Dai, Guoqin Zhang, Wei Wei & Hua Wang

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  1. Xiaoxia Liu
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  2. Huanhuan Cui
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  4. Shicui Dai
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  7. Hua Wang
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Correspondence to Wei Wei or Hua Wang.

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Liu, X., Cui, H., Yang, D. et al. Iodine-catalyzed Direct Thiolation of Indoles with Thiols Leading to 3-Thioindoles Using Air as the Oxidant. Catal Lett 146, 1743–1748 (2016). https://doi.org/10.1007/s10562-016-1798-2

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  • DOI: https://doi.org/10.1007/s10562-016-1798-2

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