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The Fascinating Chemistry of α‐Haloamides

The aim of this review is to highlight the rich chemistry of α‐haloamides originally mainly used to discover new C−N, C−O and C−S bond forming reactions, and later widely employed in C−C cross‐coupling reactions with C(sp(3)), C(sp(2)) and C(sp) coupling partners. Radical‐mediated transformations of...

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Autores principales: Fantinati, Anna, Zanirato, Vinicio, Marchetti, Paolo, Trapella, Claudio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6996577/
https://www.ncbi.nlm.nih.gov/pubmed/32025460
http://dx.doi.org/10.1002/open.201900220
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author Fantinati, Anna
Zanirato, Vinicio
Marchetti, Paolo
Trapella, Claudio
author_facet Fantinati, Anna
Zanirato, Vinicio
Marchetti, Paolo
Trapella, Claudio
author_sort Fantinati, Anna
collection PubMed
description The aim of this review is to highlight the rich chemistry of α‐haloamides originally mainly used to discover new C−N, C−O and C−S bond forming reactions, and later widely employed in C−C cross‐coupling reactions with C(sp(3)), C(sp(2)) and C(sp) coupling partners. Radical‐mediated transformations of α‐haloamides bearing a suitable located unsaturated bond has proven to be a straightforward alternative to access diverse cyclic compounds by means of either radical initiators, transition metal redox catalysis or visible light photoredox catalysis. On the other hand, cycloadditions with α‐halohydroxamate‐based azaoxyallyl cations have garnered significant attention. Moreover, in view of the important role in life and materials science of difluoroalkylated compounds, a wide range of catalysts has been developed for the efficient incorporation of difluoroacetamido moieties into activated as well as unactivated substrates.
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spelling pubmed-69965772020-02-05 The Fascinating Chemistry of α‐Haloamides Fantinati, Anna Zanirato, Vinicio Marchetti, Paolo Trapella, Claudio ChemistryOpen Reviews The aim of this review is to highlight the rich chemistry of α‐haloamides originally mainly used to discover new C−N, C−O and C−S bond forming reactions, and later widely employed in C−C cross‐coupling reactions with C(sp(3)), C(sp(2)) and C(sp) coupling partners. Radical‐mediated transformations of α‐haloamides bearing a suitable located unsaturated bond has proven to be a straightforward alternative to access diverse cyclic compounds by means of either radical initiators, transition metal redox catalysis or visible light photoredox catalysis. On the other hand, cycloadditions with α‐halohydroxamate‐based azaoxyallyl cations have garnered significant attention. Moreover, in view of the important role in life and materials science of difluoroalkylated compounds, a wide range of catalysts has been developed for the efficient incorporation of difluoroacetamido moieties into activated as well as unactivated substrates. John Wiley and Sons Inc. 2020-01-13 /pmc/articles/PMC6996577/ /pubmed/32025460 http://dx.doi.org/10.1002/open.201900220 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Reviews
Fantinati, Anna
Zanirato, Vinicio
Marchetti, Paolo
Trapella, Claudio
The Fascinating Chemistry of α‐Haloamides
title The Fascinating Chemistry of α‐Haloamides
title_full The Fascinating Chemistry of α‐Haloamides
title_fullStr The Fascinating Chemistry of α‐Haloamides
title_full_unstemmed The Fascinating Chemistry of α‐Haloamides
title_short The Fascinating Chemistry of α‐Haloamides
title_sort fascinating chemistry of α‐haloamides
topic Reviews
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6996577/
https://www.ncbi.nlm.nih.gov/pubmed/32025460
http://dx.doi.org/10.1002/open.201900220
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