Ru-Catalyzed δ-Arylation of -Quninone Methides with Aryl Diazonium Salts to Synthesize Fuchsones.

J Org Chem

Key Lab of Environment and Health, School of Public Health, Xuzhou Medical University, Xuzhou 221004, Jiangsu, PR China.

Published: June 2020

A novel reaction mode and efficient ruthenium-catalyzed Matsuda-Heck-type arylation of -quinone methides (-QMs) with aryl diazonium salts has been developed for the synthesis of symmetrical or unsymmetrical δ,δ'-diaryl quinone methides (fuchsones). Aryl groups are introduced at the δ-position of -QMs via tandem olefin insertion reaction/β-H elimination processes. This reaction features advantages such as mild and green conditions, broad reactant scope, and high yields.

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http://dx.doi.org/10.1021/acs.joc.0c00621DOI Listing

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