meta-Selective O-Arylation of Cyclic Diaryliodonium Salts with Phenols via Aryne Intermediates
Min Liu1, Haobin Jiang1, Jiyuan Tang1
1School of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, P. R. China.
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.
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