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An efficient and highly regioselective Bi III catalyzed alcoholysis and Hydrochlorination reaction of spiro‐epoxy oxindole is demonstrated with alcohols and chlorine for easy access to 3,3‐disubstituted oxindoles. This protocol furnished alkyloxy and chlorinated products at the C3 spiro center of the epoxy ring in high yields up to 98 % with excellent regioselectivity > 99 %. The synthetic protocol was further exploited for the synthesis of the anti‐cancer active molecule, 1‐benzyl‐3‐(hydroxymethyl)‐3‐(phenylamino)indolin‐2‐one.
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Tak et al. (2018) studied this question.
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