Expanding the limit of Pd-catalyzed decarboxylative benzylations

The Pd-catalyzed decarboxylative cross-coupling of electron-deficient aryl acetates with aryl bromides is reported. The method widens the scope of benzylic partners that can undergo efficient reactivity from highly activated nitrophenylacetates established previously, to a diverse series of substrat...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2018, Vol.54 (50), p.6835-6838
Main Authors: Kong, Duanyang, Moon, Patrick J, Qian, Wenyu, Lundgren, Rylan J
Format: Article
Language:English
Subjects:
Acetates
Aromatic compounds
Bromides
Coupling
Cross coupling
Palladium
Substrates
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Summary:The Pd-catalyzed decarboxylative cross-coupling of electron-deficient aryl acetates with aryl bromides is reported. The method widens the scope of benzylic partners that can undergo efficient reactivity from highly activated nitrophenylacetates established previously, to a diverse series of substrates bearing modestly stabilizing groups, allowing direct access to functionalized diarylmethanes. Mechanistic studies support the role of dienolates as key intermediates in the coupling process.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc02380h