Catalytic study demonstrates enantioselective C-H annulation of thioamides with ynamides, highlighting an efficient cobalt-catalyzed route to axially chiral 2-amidoindenones.
An achiral Cp*Co(III)‐catalyzed enantioselective C−H activation/annulation of chiral sulfoximine‐enabled thioamides with ynamides is presented herein. This method successfully synthesizes axially chiral five‐membered 2‐amidoindenones with good enantiocontrol. Interestingly, the annulation with chiral oxazolidone‐containing ynamides could provide a separable mixture of diastereomers (up to ~10:1 dr). Moreover, enantiopure sulfoximines could be recovered with ~99% purity, making this method practical. DFT studies show valuable insight into the mechanism and origin of asymmetric induction.
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Sau et al. (2024) studied this question.
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