<i>meta</i>-Selective <i>O</i>-Arylation of Cyclic Diaryliodonium Salts with Phenols via Aryne Intermediates
Min Liu, Haobin Jiang, Jiyuan Tang, Zenghui Ye, Fengzhi Zhang, Yanqi Wu
Abstract
Herein, we report a base-mediated, highly meta -selective O -arylation process of phenols and cyclic diaryliodonium salts without usage of transition metals. This novel and practical method was proved to be useful for the synthesis of iodine-containing meta -functionalized biaryl ethers in a broad functional group tolerance and environmentally friendly manner. Diversity-oriented transformations of the products were carried out to give various valuable functionalized biaryls. Preliminary mechanistic studies support the proposed aryne generation mechanism.
Topics & Concepts
ChemistryArynePhenolsCombinatorial chemistryOrganic chemistryCyclization and Aryne ChemistryCatalytic Alkyne ReactionsChemical synthesis and alkaloids