C–O Bond Silylation Catalyzed by Iron: A General Method for the Construction of Csp<sup>2</sup>–Si Bonds
Juan Zhang, Yun Zhang, Shasha Geng, Shuo Chen, Zhengli Liu, Xiaoqin Zeng, Yun He, Feng Zhang
Abstract
-Si bonds via unreactive C-O bonds possesses a challenging topic in organic chemistry. Herein we report an iron-catalyzed silylation of aryl and alkenyl carbamates via C-O bond activation. This protocol features high efficiency and a broad substrate scope, enabling the late-stage silylation of biorelevant compounds and thus providing a good method to access valuable motifs in medicinal chemistry. Moreover, this protocol enables orthogonal transformations of phenol derivatives and also allows for the synthesis of multisubstituted arenes through the carbamate group as the directing group.
Topics & Concepts
SilylationChemistryCatalysisArylSubstrate (aquarium)Combinatorial chemistryPhenolGroup (periodic table)Organic chemistryMedicinal chemistryGeologyOceanographyAlkylCatalytic C–H Functionalization MethodsOrganoboron and organosilicon chemistryCatalytic Cross-Coupling Reactions