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Nickel‐Catalyzed Umpolung Arylation of Ambiphilic α‐Bromoalkyl Boronic Esters
Author(s) -
Sun ShangZheng,
Martin Ruben
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201712428
Subject(s) - umpolung , aryl , reagent , chemistry , boronic acid , halide , alkyl , catalysis , reactivity (psychology) , combinatorial chemistry , nickel , organic chemistry , nucleophile , medicine , alternative medicine , pathology
A nickel‐catalyzed reductive arylation of ambiphilic α‐bromoalkyl boronic esters with aryl halides is described. This platform provides an unrecognized opportunity to promote the catalytic umpolung reactivity of ambiphilic reagents with aryl halides, thus unlocking a new cross‐coupling strategy that complements existing methods for the preparation of densely functionalized alkyl‐substituted organometallic reagents from simple and readily accessible precursors.