An Improved Gold(I) Catalytic System for the Preparation of Coumarins <i>via</i> Intramolecular Cyclization

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<sub>2</sub> 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.

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Publication Details

Journal
Chemistry - An Asian Journal
Published
2024-10-14
DOI
https://doi.org/10.1002/asia.202400725
Citations
1
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.25

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article

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

Marco Roverso, Cristina Tubaro, Riccardo Pedrazzani, Andrea Biffis et al.
1 citations
Chemistry - An Asian Journal
Catalytic Alkyne Reactions
0.25
article

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

Marco Roverso, Cristina Tubaro, Riccardo Pedrazzani, Andrea Biffis, Marco Bandini, Francesco Ravera, Federico Floreani
article en
1 citations

Abstract

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<sub>2</sub> 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.

Chemistry - An Asian JournalVol. 20(1)
University of Padua (IT), Consorzio Interuniversitario Reattività Chimica e Catalisi (IT), University of Bologna (IT)
Università degli Studi di Padova
Openalex Percentile: Top 48%
Catalytic Alkyne Reactions
0.25
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An Improved Gold(I) Catalytic System for the Preparation of Coumarins <i>via</i> Intramolecular Cyclization — Marco Roverso, Cristina Tubaro, et al. · Chemistry - An Asian Journal (2024) | TGRS Research Map | TGRS