Abstract

Brønsted acid p-TsOH·H2O-catalyzed phenylselenenylation of α-oxo ketene dithioacetals was efficiently achieved by using N-phenylselenophthalimide (N-PSP) as the phenylseleno reagent. The resultant selenated ketene dithioacetals reacted with styrene in the presence of the same acid to undergo PhSe group transfer, regioselectively affording Markovnikov-type PhSe-alkylated olefins. Their further transformation with phenylboronic acid, guanidine, and hydrazine offers a promising route to access S,Se-incorporated organic compounds.

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