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C–H Functionalization at Sterically Congested Positions by the Platinum-Catalyzed Borylation of Arenes
Author(s) -
Takayuki Furukawa,
Mamoru Tobisu,
Naoto Chatani
Publication year - 2015
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.5b07677
Subject(s) - borylation , chemistry , steric effects , mesitylene , surface modification , catalysis , combinatorial chemistry , platinum , organic chemistry , aryl , alkyl
Despite significant progress in the area of C-H bond functionalization of arenes, no general method has been reported for the functionalization of C-H bonds at the sterically encumbered positions of simple arenes, such as mesitylene. Herein, we report the development of the first platinum-based catalyst for C-H borylation of arenes and heteroarenes. Notably, this method exhibited high tolerance toward steric hindrance and provided rapid access to a series of 2,6-disubstituted phenylboronic esters, valuable building blocks for further elaborations.

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