Litcius/Paper detail

Visible-Light-Induced Carbene Insertion into P–H Bonds between Acylsilanes and <i>H</i>-Phosphorus Oxides

Xiaoyu Mo, Yuexiang Xie, Lin‐Li Wei, Xiu Gu, Min Zhang, Xinzhi Zhang, Jun Jiang

2023Organic Letters27 citationsDOI

Abstract

An intriguing visible-light-induced strategy has been established for the P–H insertion reaction between acylsilanes and H -phosphorus oxides that, upon a subsequent acidic process, deliver a wide variety of α-hydroxyphosphorus oxides in good yields (up to 93% yield). The metal-free protocol represents a unique example of P–H insertion for C–P bond formation through in situ generation of siloxycarbenes. This methodology features the advantages of operational simplicity, mild conditions, broad substrate scope, and column free in gram-scale synthesis.

Topics & Concepts

ChemistryYield (engineering)Insertion reactionCarbenePhosphorusSubstrate (aquarium)Reaction conditionsMetalCombinatorial chemistryCatalysisPhotochemistryOrganic chemistryMaterials scienceGeologyMetallurgyOceanographySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions