1,1-Oxycarbonation of Terminal Alkynes via Sequential Borylation, 1,2-Migration, and Oxidation with Oxone
Guan Zhang, Bofan Feng, Yutong Wang, Jinglong Chen, Xingxing Ma, Qiuling Song
Abstract
Alkynes are readily available and multifunctional synthetic intermediates, but their 1,1-oxofunctionalization remains challenging. Herein, we report a 1,1-oxycarbonation of terminal alkynes to construct ketones through sequential borylation, 1,2-carbon migration, and oxidation with Oxone as the proton source and oxidant. The synthetic potential of this transformation is showcased by the broad functional groups, scale-up synthesis, and diverse product transformations.
Topics & Concepts
BorylationChemistryTerminal (telecommunication)Combinatorial chemistryOrganic chemistryArylComputer scienceTelecommunicationsAlkylSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsChemical Synthesis and Reactions