Cobalt(III)-Catalyzed and DMSO-Involved Allylation of 1,3-Dicarbonyl Compounds with Alkenes
JOURNAL OF ORGANIC CHEMISTRY(2022)
摘要
Cobalt(III)-catalyzed allylation of 1,3-dicarbonyl compounds has been reported with in situ generated allyl reagents from alkenes and dimethyl sulfoxide (DMSO). This novel protocol enables a high regio-and stereoselective access for a broad range of allyl 1,3-dicarbonyl compounds. In the transformation, DMSO plays the role of a C1 source, and it incorporates with alkenes to form the allyl reagent allylic methyl thioether. Moreover, a multiple-step pathway has been proposed to rationalize the mechanism study, which involves silver-mediated coupling, Co(III)-catalyzed pi- allylation, and intermolecular nucleophilic substitution.
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