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Dehydrative C-H Alkylation and Alkenylation of Phenols with Alcohols: Expedient Synthesis for Substituted Phenols and Benzofurans

Dong-Hwan Lee, Ki-Hyeok Kwon and Chae S. Yi*

*Department of Chemistry, Marquette University, Milwaukee, Wisconsin 53201-1881, United States, Email: chae.yimarquette.edu

D.-H. Lee, K.-H. Kwon, C. S. Yi, J. Am. Chem. Soc., 2012, 134, 6571-6574.

DOI: 10.1021/ja302710v (free Supporting Information)


Abstract

A well-defined cationic Ru-H complex catalyzes the dehydrative C-H alkylation reaction of phenols with alcohols to form ortho-substituted phenol products. The reaction with diols delivers benzofuran derivatives via dehydrative C-H alkenylation and annulation reaction. The catalytic C-H coupling method employs cheap starting materials, exhibits a broad substrate scope, and liberates water as the only byproduct.

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Key Words

Alkylation, Benzofurans


ID: J48-Y2012-1360