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Pd-catalyzed access to mono- and di-fluoroallylic amines from primary anilines

The Pd-catalyzed highly selective synthesis of mono- and di-2-fluoroallylic amines from gem-difluorocyclopropanes and ubiquitous unprotected primary anilines is herein described. Initial kinetic investigations suggest a first order in the gem-difluorocyclopropane substrate, as well as a circa zeroth...

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Detalles Bibliográficos
Autores principales: Wang, Xingben, Patureau, Frederic W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9814328/
https://www.ncbi.nlm.nih.gov/pubmed/36530134
http://dx.doi.org/10.1039/d2cc05844h
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author Wang, Xingben
Patureau, Frederic W.
author_facet Wang, Xingben
Patureau, Frederic W.
author_sort Wang, Xingben
collection PubMed
description The Pd-catalyzed highly selective synthesis of mono- and di-2-fluoroallylic amines from gem-difluorocyclopropanes and ubiquitous unprotected primary anilines is herein described. Initial kinetic investigations suggest a first order in the gem-difluorocyclopropane substrate, as well as a circa zeroth order in the aniline coupling partner. The newly produced fluoroallylic motifs should find important applications in synthetic as well as medicinal chemistry and stimulate the further development of coupling methods based on strained cyclic building blocks.
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spelling pubmed-98143282023-01-20 Pd-catalyzed access to mono- and di-fluoroallylic amines from primary anilines Wang, Xingben Patureau, Frederic W. Chem Commun (Camb) Chemistry The Pd-catalyzed highly selective synthesis of mono- and di-2-fluoroallylic amines from gem-difluorocyclopropanes and ubiquitous unprotected primary anilines is herein described. Initial kinetic investigations suggest a first order in the gem-difluorocyclopropane substrate, as well as a circa zeroth order in the aniline coupling partner. The newly produced fluoroallylic motifs should find important applications in synthetic as well as medicinal chemistry and stimulate the further development of coupling methods based on strained cyclic building blocks. The Royal Society of Chemistry 2022-12-16 /pmc/articles/PMC9814328/ /pubmed/36530134 http://dx.doi.org/10.1039/d2cc05844h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Wang, Xingben
Patureau, Frederic W.
Pd-catalyzed access to mono- and di-fluoroallylic amines from primary anilines
title Pd-catalyzed access to mono- and di-fluoroallylic amines from primary anilines
title_full Pd-catalyzed access to mono- and di-fluoroallylic amines from primary anilines
title_fullStr Pd-catalyzed access to mono- and di-fluoroallylic amines from primary anilines
title_full_unstemmed Pd-catalyzed access to mono- and di-fluoroallylic amines from primary anilines
title_short Pd-catalyzed access to mono- and di-fluoroallylic amines from primary anilines
title_sort pd-catalyzed access to mono- and di-fluoroallylic amines from primary anilines
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9814328/
https://www.ncbi.nlm.nih.gov/pubmed/36530134
http://dx.doi.org/10.1039/d2cc05844h
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