Visible Light‐Promoted Aerobic Oxidation of <i>α</i>‐Silyl Styrenes with Alcohols
Yan Tan, Bo Yang, Jiale Ying, Bing Yu, Zhan Lu
Abstract
Comprehensive Summary A mechanistically distinctive visible‐light‐promoted metal‐free aerobic oxidation of alkenyl silanes with alcohols was disclosed to efficiently construct α ‐alkoxy ketones under mild conditions. The primary, secondary, and tertiary alcohols could be used as reactants. The protocol could be carried out on a gram‐scale. Various derivatizations of products could be conducted. Mechanistic studies indicated the reaction was initiated by single‐electron oxidation of the alkenyl silanes, rather than radical addition to alkenyl silanes.
Topics & Concepts
ChemistrySilanesSilylationAlkoxy groupOrganic chemistryPrimary (astronomy)Alcohol oxidationPhotochemistryCatalysisAlkylSilanePhysicsAstronomyRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods