Bulletin of the Chemical Society of Japan p. 3931 - 3942 (1988)
Update date:2022-09-26
Topics:
Kato, Shinzi
Yasui, Eiji
Terashima, Kiyomitsu
Ishihara, Hideharu
Murai, Toshiaki
A series of Se-aryl carboselenothioates 3 (RCSSeAr, R=alkyl, aryl) were synthesized and characterized from the reaction of bis(thioacyl) sulfides 1 with sodium areneselenolates.The thionselenolesters 3 are stable (liquid or crystals) both thermally and to moisture.Reactions of 3 with aliphatic primary and secondary amines gave the corresponding ammonium carbodithioates 8 together with diphenyl diselenide 7.In contrast, treatment with aromatic amines or sodium alcoholates afforded the corresponding thioamides or O-alkyl or O-aryl thionoesters in good yields.The oxidation of 3 with m-chloroperbenzoic acid gave the corresponding sulfides 12
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