Reductive thiolation and oxidative dehydroaromatization of cyclohexanones with primary amines and sodium sulfinates to access o-sulfanylanilines
ORGANIC CHEMISTRY FRONTIERS(2023)
摘要
HI-promoted cascade reactions of cyclohexanones with primary amines and sodium sulfinates are described, providing an unprecedented method to access o-sulfanylanilines using cyclohexanones as an aryl source and sodium sulfinates as a sulfenylating reagent. Preliminary mechanistic studies revealed that three-component coupling begins with reductive ortho-thiolation of cyclic ketones with sulfinates and sequential condensation and dehydrogenative aromatization of in situ generated a-thiolated ketones with primary amines.
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