Phase-Transfer-Catalyzed Alkylation of Hydantoins.

ABSTRACT: A highly efficient, cost-effective, and environmentally friendly protocol is reported for the C5-selective alkylation of hydantoins under phase-transfer catalysis. The reactions are scalable and only require a catalytic amount of tetrabutylammonium bromide (TBAB) to achieve high yields under mild reaction conditions. Moreover, the method is applicable to a wide range of electrophiles, including alkyl-, allyl-, propargyl-, and benzyl halides, as well as acrylates and dibromoalkanes, but also to virtually any hydantoin precursor. We also highlight the potential for an enantioselective adaptation using a chiral phase-transfer catalyst.

SUBMITTER: Keenan T 

PROVIDER: S-EPMC9954259 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature