Data di Pubblicazione:
2022
Citazione:
Dual Photoredox and Nickel Catalysed Reductive Coupling of Alkynes and Aldehydes / F. Calogero, G. Magagnano, S. Potenti, A. Gualandi, A. Fermi, P. Ceroni, P.G. Cozzi. - In: ADVANCED SYNTHESIS & CATALYSIS. - ISSN 1615-4150. - 364:19(2022 Oct 04), pp. 3410-3419. [10.1002/adsc.202200589]
Abstract:
A regioselective vinylation of aromatic and aliphatic aldehydes promoted by the merging of photoredox and nickel catalysis is here reported. A comprehensive investigation on the reaction conditions allowed the disclosure of a valid and reproducible protocol based on a nickel-mediated reductive coupling approach under visible light irradiation. The employment of 3CzClIPN (2,4,6-tris(carbazol-9-yl)-5-chloro-isophthalonitrile) as the photocatalyst and Hantzsch's ester as the sacrificial organic reductant replace the use of boron-, silicon- or zinc-based reducing agents, making this method a worthy alternative to the already known protocols. The developed mild reaction conditions allow the access to a wide range of substituents decorating both the aldehyde and the alkyne. Moreover, careful photophysical investigations shed light on the mechanism of the reaction.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Aldehydes; Metallaphotoredox catalysis; Nickel catalysis; Regioselectivity; Vinylation;
Elenco autori:
F. Calogero, G. Magagnano, S. Potenti, A. Gualandi, A. Fermi, P. Ceroni, P.G. Cozzi
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