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TfOH-Catalyzed Cascade C-H Activation/Lactonization of Phenols with α-Aryl-α-diazoesters: Rapid Access to α-Aryl Benzofuranones

Sha Hu, Zuolin Lu, Minjie Liu, Hanlin Xu, Jiale Wu and Fener Chen*

*Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, China, Email: rfchenfudan.edu.cn

S. Hu, Z. Lu, M. Liu, H. Xu, J. Wu, F. Chen, J. Org. Chem., 2020, 85, 14916-14925.

DOI: 10.1021/acs.joc.0c01583 (free Supporting Information)



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Abstract

An efficient TfOH-catalyzed cascade ortho C-H activation/lactonization of phenols with α-aryl-α-diazoacetates provides an operationally simple and rapid method for the one-pot assembly of diverse α-aryl benzofuranones in high yields. This metal-free protocol offers broad substrate scope, good chemo/regioselectivity, and excellent functional group compatibility.

 
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proposed mechanism



Key Words

benzofuranones


ID: J42-Y2020