Redox-Triggered Ruthenium-Catalyzed Remote C–H Acylation with Primary Alcohols
Xiao Guo, Yang Wu, Gongqiang Li, Ji‐Bao Xia
Abstract
Redox-triggered metal-catalyzed cross-coupling reactions from readily available alcohols provide a step economical means to synthesize ketones and related compounds. Prior examples for hydrogenative remote C(sp3)–H functionalization of olefins via a metal walking process featured external reducing agents. Here, we report a strategy for redox-triggered hydrogenative remote C(sp3)–H acylation of olefins with primary alcohols both as an acylating agent and a reductant, which is validated by the base-free 1,3-diketone synthesis. Mechanistic studies have confirmed that the reaction takes place via an aldehyde intermediate and a metal walking process.
Topics & Concepts
AcylationRedoxRutheniumCatalysisChemistryAldehydeAlcohol oxidationPrimary (astronomy)Combinatorial chemistryMetalOrganic chemistryPhotochemistryPhysicsAstronomyAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions