(C6F5)3B Catalyzed Chemoselective and ortho-Selective Substitution of Phenols with [alpha]-Aryl [alpha]-Diazoesters

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 [alpha]-aryl [alpha]-diazoacetates with comm...

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Published inAngewandte Chemie International Edition Vol. 55; no. 47; p. 14807
Main Authors Yu, Zhunzhun, Li, Yongfeng, Shi, Jiameng, Ma, Ben, Liu, Lu, Zhang, Junliang
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 14.11.2016
EditionInternational ed. in English
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Summary: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 [alpha]-aryl [alpha]-diazoacetates with commercially available (C6F5)3B 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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201608937