Decarboxylative Allylation of Silanecarboxylic Acids Enabled by Organophotocatalysis
Guodong Zhang, Kaiping Wang, Duo Zhang, Chengyu Zhang, Wei Tan, Z.Z Chen, Feng Chen
Abstract
Herein we present a visible-light-facilitated transition-metal-free allylic silylation reaction under mild conditions. This protocol is enabled by an inexpensive organophotocatalyst and provides efficient and concise synthetic routes to substituted allylsilanes, particularly from readily available allyl sulfones and stable silanecarboxylic acids as silyl radical precursors. Further investigations reveal that this strategy is also generally compatible with vinyl sulfones to access vinylsilanes. The silver catalytic system opens up an alternative entry to realize the decarboxylative allylation of silanecarboxylic acids.
Topics & Concepts
ChemistrySilylationAllylic rearrangementCatalysisCombinatorial chemistryOrganic chemistryTransition metalSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsOrganoboron and organosilicon chemistry