Nareddy Pradeep, Jordan Frank, Szostak Michal
Department of Chemistry, Rutgers University, 73 Warren Street, Newark, NJ 07102, USA.
Org Biomol Chem. 2017 Jun 7;15(22):4783-4788. doi: 10.1039/c7ob00818j.
We report the first method for the direct, regioselective Ru(ii)-catalyzed oxidative arylation of C-H bonds in diverse N-heterocycles with aryl silanes by exploiting solvent-controlled N-coordination. The reaction takes advantage of the attractive features of organosilanes as coupling partners, providing proof of concept for N-directed Ru(ii)-catalyzed C-H arylation. This novel, operationally-simple and versatile protocol utilizes the Ru(ii)/CuF reagent system in which CuF serves as a dual activator/oxidant in non-coordinating solvents to accommodate for ligand N-coordination. This first Ru(ii)-catalyzed N-directed Hiyama C-H arylation offers broad implications to achieve numerous C-H bond functionalizations by versatile ruthenium(ii) catalysis manifold.
我们报道了第一种通过利用溶剂控制的氮配位，实现铑（II）催化多种氮杂环中碳氢键与芳基硅烷直接、区域选择性氧化芳基化的方法。该反应利用了有机硅烷作为偶联伙伴的吸引人的特性，为氮导向的铑（II）催化碳氢键芳基化提供了概念验证。这种新颖、操作简单且通用的方法利用了铑（II）/氟化铜试剂体系，其中氟化铜在非配位溶剂中作为双重活化剂/氧化剂，以适应配体的氮配位。这种首次报道的铑（II）催化氮导向的日向型碳氢键芳基化，对于通过多功能铑（II）催化实现众多碳氢键官能团化具有广泛的意义。
