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Tandem Chemoselective Suzuki–Miyaura Cross‐Coupling Enabled by Nucleophile Speciation Control
Author(s) -
Seath Ciaran P.,
Fyfe James W. B.,
Molloy John J.,
Watson Allan J. B.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201504297
Subject(s) - chemoselectivity , nucleophile , transmetalation , tandem , chemistry , combinatorial chemistry , boronic acid , oxidative addition , coupling (piping) , organic chemistry , catalysis , materials science , composite material , metallurgy
Abstract Control of boronic acid speciation is presented as a strategy to achieve nucleophile chemoselectivity in the Suzuki–Miyaura reaction. Combined with simultaneous control of oxidative addition and transmetalation, this enables chemoselective formation of two CC bonds in a single operation, providing a method for the rapid preparation of highly functionalized carbogenic frameworks.