The Fascinating Chemistry of α-Haloamides.

Autor: Fantinati A; Department of Chemical and Pharmaceutical Sciences University of Ferrara, Via Fossato di Mortara 17 44121 Ferrara Italy E-mail: V. Zanirato., Zanirato V; Department of Chemical and Pharmaceutical Sciences University of Ferrara, Via Fossato di Mortara 17 44121 Ferrara Italy E-mail: V. Zanirato., Marchetti P; Department of Chemical and Pharmaceutical Sciences University of Ferrara, Via Fossato di Mortara 17 44121 Ferrara Italy E-mail: V. Zanirato., Trapella C; Department of Chemical and Pharmaceutical Sciences University of Ferrara, Via Fossato di Mortara 17 44121 Ferrara Italy E-mail: V. Zanirato.
Jazyk: angličtina
Zdroj: ChemistryOpen [ChemistryOpen] 2020 Jan 13; Vol. 9 (2), pp. 100-170. Date of Electronic Publication: 2020 Jan 13 (Print Publication: 2020).
DOI: 10.1002/open.201900220
Abstrakt: 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.
Competing Interests: The authors declare no conflict of interest.
(© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.)
Databáze: MEDLINE
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