An Improved Gold(I) Catalytic System for the Preparation of Coumarins via Intramolecular Cyclization.

Autor: Ravera F; Department of Chemical Sciences-DiSC, University of Padova, Via Marzolo 1, 35131, Padova, Italy.; Consorzio Interuniversitario per le Reattività Chimiche e la Catalisi (CIRCC), University of Padova, Via Marzolo 1, 35131, Padova, Italy., Floreani F; Department of Chemical Sciences-DiSC, University of Padova, Via Marzolo 1, 35131, Padova, Italy.; Consorzio Interuniversitario per le Reattività Chimiche e la Catalisi (CIRCC), University of Padova, Via Marzolo 1, 35131, Padova, Italy., Tubaro C; Department of Chemical Sciences-DiSC, University of Padova, Via Marzolo 1, 35131, Padova, Italy.; Consorzio Interuniversitario per le Reattività Chimiche e la Catalisi (CIRCC), University of Padova, Via Marzolo 1, 35131, Padova, Italy., Roverso M; Department of Chemical Sciences-DiSC, University of Padova, Via Marzolo 1, 35131, Padova, Italy., Pedrazzani R; Department of Chemistry 'G. Ciamician', Alma Mater Studiorum - University of Bologna, Via Selmi 2, I-40126, Bologna, Italy., Bandini M; Department of Chemistry 'G. Ciamician', Alma Mater Studiorum - University of Bologna, Via Selmi 2, I-40126, Bologna, Italy., Biffis A; Department of Chemical Sciences-DiSC, University of Padova, Via Marzolo 1, 35131, Padova, Italy.; Consorzio Interuniversitario per le Reattività Chimiche e la Catalisi (CIRCC), University of Padova, Via Marzolo 1, 35131, Padova, Italy.
Jazyk: angličtina
Zdroj: Chemistry, an Asian journal [Chem Asian J] 2024 Oct 14, pp. e202400725. Date of Electronic Publication: 2024 Oct 14.
DOI: 10.1002/asia.202400725
Abstrakt: A catalytic system comprising a gold(I) complex with an N-heterocyclic carbene (NHC) ligand in an ionic liquid as solvent exhibits higher catalytic efficiency compared to state of the art systems in the title reaction, which enables using down to 0.01 mol % gold. A commercial gold(I) catalyst such as IPrAuNTf 2 can be employed for this purpose. In the case of less reactive substrates bearing electron-withdrawing substituents at the phenol moiety, a tailor made NHC-gold(I) precatalyst exhibits improved reactivity and can be advantageously employed compared to the commercial one.
(© 2024 The Authors. Chemistry - An Asian Journal published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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