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Iodine-Catalyzed Regioselective Sulfenylation of Indoles with Sulfonyl Hydrazides

Authors

  • Fu-Lai Yang,

    1. Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (China)
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  • Prof. Dr. Shi-Kai Tian

    Corresponding author
    1. Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (China)
    2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032 (China)
    • Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (China)
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  • We are grateful for the financial support from the National Natural Science Foundation of China (21232007 and 21172206), the National Basic Research Program of China (973 Program 2010CB833300), and the Program for Changjiang Scholars and Innovative Research Team in University (IRT1189).

Abstract

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New S in town: Sulfonyl hydrazides smoothly undergo sulfenylation with indoles in the presence of 10 mol % I2 to give structurally diverse indole thioethers in moderate to excellent yields with extremely high regioselectivity. This study paves the way for the use of sulfonyl hydrazides as unique sulfur electrophiles in chemical synthesis.

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