Molecular Iodine Catalyzed Hydroxysulfenylation of Alkenes with Disulfides in Aerobic Conditions

Abstract An environmentally friendly and efficient strategy has been developed for preparing β-hydroxy sulfides by a molecular-iodine-catalyzed radical reaction. This reaction involves hydroxysulfenylation of alkenes with disulfides in aqueous solution. Air is used as the oxidant without any additiv...

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Bibliographic Details
Published in:Synlett 2019-09, Vol.30 (15), p.1830-1834
Main Authors: Ni, Bang-qing, He, Yunpeng, Rong, Xuejiao, Niu, Teng-fei
Format: Article
Language:English
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Summary:Abstract An environmentally friendly and efficient strategy has been developed for preparing β-hydroxy sulfides by a molecular-iodine-catalyzed radical reaction. This reaction involves hydroxysulfenylation of alkenes with disulfides in aqueous solution. Air is used as the oxidant without any additives. Control experiments indicated that the oxygen atom of products might come from O 2 . Both aryl alkenes and aliphatic alkenes were well tolerated in this transformation and afforded the corresponding products in moderate to high yields.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0039-1690163