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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2014
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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. |
format | Online Article Text |
id | pubmed-3985691 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
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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