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Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes

[Image: see text] We report the Pd-catalyzed α-arylation of α,α-difluoroketones with aryl and heteroaryl bromides and chlorides catalyzed by an air- and moisture-stable palladacyclic complex containing P(t-Bu)Cy(2) as ligand. The combination of this Pd-catalyzed arylation and base-induced cleavage o...

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Autores principales: Ge, Shaozhong, Chaładaj, Wojciech, Hartwig, John F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3985691/
https://www.ncbi.nlm.nih.gov/pubmed/24588379
http://dx.doi.org/10.1021/ja501117v
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author Ge, Shaozhong
Chaładaj, Wojciech
Hartwig, John F.
author_facet Ge, Shaozhong
Chaładaj, Wojciech
Hartwig, John F.
author_sort Ge, Shaozhong
collection PubMed
description [Image: see text] We report the Pd-catalyzed α-arylation of α,α-difluoroketones with aryl and heteroaryl bromides and chlorides catalyzed by an air- and moisture-stable palladacyclic complex containing P(t-Bu)Cy(2) as ligand. The combination of this Pd-catalyzed arylation and base-induced cleavage of the acyl–aryl C–C bond within the α-aryl-α,α-difluoroketone constitutes a one-pot, two-step procedure to synthesize difluoromethylarenes from aryl halides. A broad range of electronically varied aryl and heteroaryl bromides and chlorides underwent these two transformations, providing α-aryl-α,α-difluoroketones, difluoromethylarenes, and difluoromethylheteroarenes in high yields.
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spelling pubmed-39856912015-03-03 Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes Ge, Shaozhong Chaładaj, Wojciech Hartwig, John F. J Am Chem Soc [Image: see text] We report the Pd-catalyzed α-arylation of α,α-difluoroketones with aryl and heteroaryl bromides and chlorides catalyzed by an air- and moisture-stable palladacyclic complex containing P(t-Bu)Cy(2) as ligand. The combination of this Pd-catalyzed arylation and base-induced cleavage of the acyl–aryl C–C bond within the α-aryl-α,α-difluoroketone constitutes a one-pot, two-step procedure to synthesize difluoromethylarenes from aryl halides. A broad range of electronically varied aryl and heteroaryl bromides and chlorides underwent these two transformations, providing α-aryl-α,α-difluoroketones, difluoromethylarenes, and difluoromethylheteroarenes in high yields. American Chemical Society 2014-03-03 2014-03-19 /pmc/articles/PMC3985691/ /pubmed/24588379 http://dx.doi.org/10.1021/ja501117v Text en Copyright © 2014 American Chemical Society
spellingShingle Ge, Shaozhong
Chaładaj, Wojciech
Hartwig, John F.
Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes
title Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes
title_full Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes
title_fullStr Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes
title_full_unstemmed Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes
title_short Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes
title_sort pd-catalyzed α-arylation of α,α-difluoroketones with aryl bromides and chlorides. a route to difluoromethylarenes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3985691/
https://www.ncbi.nlm.nih.gov/pubmed/24588379
http://dx.doi.org/10.1021/ja501117v
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