Light-promoted borylation and lactonization of propargyl acetates using NHC-borane.

ABSTRACT: In the absence of photoredox catalyst (PC), we have successfully achieved radical borylation and lactonization of propargyl acetates under light irradiation using N-heterocyclic carbene borane (NHC-borane), leading to the synthesis of various substituted 4-(NHC-boryl)-2(5H)-furanones. The reaction is triggered from the generation of an NHC-boryl radical, which is formed via hydrogen atom transfer (HAT) of NHC-borane with tert-butyl peroxide derived from the light-induced homolytic cleavage of di-tert-butyl peroxide (DTPB). During the lactonization process, carbon boron formation, carbon-carbon bond formation and cleavage are observed. This approach offers a facile and mild method for the construction of borylated furanones, opening a new possibility in radical b

SUBMITTER: Ni H 

PROVIDER: S-EPMC11812365 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature