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Article Abstract

The use of potassium ethyl xanthate (EtOCSk) as a sulfur atom donor enabled the transition-metal-free [3 + 1 + 1] cascade annulation of isopropene derivatives with NHI in DMSO/HO, affording various 4-substituted isothiazoles in moderate to good yields with good functional group compatibility. Furthermore, Pd and Ag-catalyzed C5-H-selective direct oxidation dimerization of 4-substituted isothiazoles afforded 5,5'-bisisothiazoles. This series of reactions included the formation of new C-S, C-N, N-S, and C-C bonds via cascade addition, annulation, and direct C-H activation under mild conditions.

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http://dx.doi.org/10.1039/d0cc01100bDOI Listing

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The use of potassium ethyl xanthate (EtOCSk) as a sulfur atom donor enabled the transition-metal-free [3 + 1 + 1] cascade annulation of isopropene derivatives with NHI in DMSO/HO, affording various 4-substituted isothiazoles in moderate to good yields with good functional group compatibility. Furthermore, Pd and Ag-catalyzed C5-H-selective direct oxidation dimerization of 4-substituted isothiazoles afforded 5,5'-bisisothiazoles. This series of reactions included the formation of new C-S, C-N, N-S, and C-C bonds via cascade addition, annulation, and direct C-H activation under mild conditions.

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Division of Bioscience and Biotechnology, The United Graduate School of Agricultural Sciences, Tottori University, Tottori 680-8553, Japan; Department of Life Science and Biotechnology, Faculty of Life and Environmental Science, Shimane University, Matsue, Shimane 690-8504, Japan. Electronic address

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