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Elemental iodine mediated synthesis of thiadiazole-based dithiafulvalene donors via C(sp2)–S formation

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Abstract A series of thiadiazole-based dithiafulvalene (DTF) derivatives has been synthesized in moderate yields via iodine-mediated oxidative vinylic C(sp2)–H sulfenylation with mercapto-thiadiazoles. The formation of C(sp2)–S bond was confirmed and… Click to show full abstract

Abstract A series of thiadiazole-based dithiafulvalene (DTF) derivatives has been synthesized in moderate yields via iodine-mediated oxidative vinylic C(sp2)–H sulfenylation with mercapto-thiadiazoles. The formation of C(sp2)–S bond was confirmed and characterized by NMR and single crystal X-ray diffraction studies. This new protocol is simple and effective for preparation DTF containing thiadiazole group.

Keywords: iodine mediated; based dithiafulvalene; elemental iodine; thiadiazole based

Journal Title: Tetrahedron Letters
Year Published: 2019

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