Regioselective Markovnikov hydrodifluoroalkylation of alkenes using difluoroenoxysilanes.

ABSTRACT: Alkene hydrodifluoroalkylation is a fruitful strategy for synthesizing difluoromethylated compounds that are interesting for developing new medicinal agents, agrochemicals, and advanced materials. Whereas the anti-Markovnikov hydrodifluoroalkylation to linear-type products is developed, employing radical-based processes, the Markovnikov synthesis of branched adducts remains unexplored. Herein, we describe acid-catalyzed processes involving carbocation intermediates as a promising strategy to secure the Markovnikov regioselectivity. Accordingly, the Markovnikov hydrodifluoroalkylation of mono-, di-, tri-, and tetrasubstituted alkenes using difluoroenoxysilanes, catalyzed by Mg(ClO₄)₂·6H₂O, is achieved. This allows the diversity-oriented synthesis of α,α-difl

SUBMITTER: Hu XS 

PROVIDER: S-EPMC7599245 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature