(C 6 F 5 ) 3 B Catalyzed Chemoselective and ortho-Selective Substitution of Phenols with α-Aryl α-Diazoesters

• Published in: Angewandte Chemie International Edition Vol. 55; no. 47; pp. 14807 - 14811
• Main Authors: Yu, Zhunzhun, Li, Yongfeng, Shi, Jiameng, Ma, Ben, Liu, Lu, Zhang, Junliang
• Format: Journal Article
• Language: English
• Published: Germany 14-11-2016
• Subjects: C−H functionalization; boron catalysis; chemoselectivity; phenols; diazo compounds
• ISSN: 1433-7851; 1521-3773
• DOI: 10.1002/anie.201608937

The development of an efficient method for the site-selective substitution of unprotected phenols has long been considered as an attractive but challenging task. Herein, we describe a highly chemo- and ortho-selective substitution reaction of phenols with α-aryl α-diazoacetates with commercially available (C
F
)
B as the catalyst. This reaction proceeds under simple and mild conditions with high efficiency, it features a wide substrate scope and can be easily scaled up.