Ketones from aldehydes via alkyl C(sp³)-H functionalization under photoredox cooperative NHC/palladium catalysis.

ABSTRACT: Direct synthesis of ketones from aldehydes features high atom- and step-economy. Yet, the coupling of aldehydes with unactivated alkyl C(sp³)-H remains challenging. Herein, we develop the synthesis of ketones from aldehydes via alkyl C(sp³)-H functionalization under photoredox cooperative NHC/Pd catalysis. The two-component reaction of iodomethylsilyl alkyl ether with aldehydes gave a variety of β-, γ- and δ-silyloxylketones via 1,n-HAT (n = 5, 6, 7) of silylmethyl radicals to generate secondary or tertiary alkyl radicals and following coupling with ketyl radicals from aldehydes under photoredox NHC catalysis. The three-component reaction with the addition of styrenes gave the corresponding ε-hydroxylketones via the generation of benzylic radicals by the addition of a

SUBMITTER: Wang HY 

PROVIDER: S-EPMC10329650 | biostudies-literature | 2023 Jul

REPOSITORIES: biostudies-literature