Visible-Light-Induced Dual Acylation of Alkenes for the Construction of 3-Substituted Chroman-4-ones
Yichen Liu, Yi-Chen Liu, Pu Chen, Xue-Jiao Li, Biquan Xiong, Yu Liu, Yu Liu, Kewen Tang, Peng‐Fei Huang
Abstract
Heterocyclic compounds, especially oxygen-containing heterocyclic compounds, are crucial moieties in bioactive compounds and drug leads. Substituted chroman-4-ones are a kind of the most significant structural skeletons. Herein, we report a visible-light-induced dual acylation of alkenes for constructing 3-substituted chroman-4-ones, which undergoes a radical tandem cyclization reaction through carbon-carbon bond cleavage of oxime esters by a nitrogen-centered radical strategy. A series of 3-substituted chroman-4-ones were prepared with up to 86% yield.
Topics & Concepts
ChemistryAcylationOximeYield (engineering)TandemOrganic chemistryBond cleavageCombinatorial chemistryCatalysisMaterials scienceMetallurgyComposite materialRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques