Bismuth(III) triflate: an economical and environmentally friendly catalyst for the Nazarov reaction

Author:

Rodrigues Jr. Manoel TrindadeORCID,de Oliveira Aline Silva Barroso,Gomes Ralph C,Hirata Amanda SoaresORCID,Zeoly Lucas A,Santos HugoORCID,Arantes João,Reis-Silva Catarina Sofia Mateus,Machado-Neto João Agostinho,Costa-Lotufo Leticia Veras,Coelho FernandoORCID

Abstract

We describe the use of bismuth(III) triflate as an efficient and environmentally friendly catalyst for the Nazarov reaction of aryl vinyl ketones, leading to the synthesis of 3-aryl-2-ethoxycarbonyl-1-indanones and 3-aryl-1-indanones. By changing the temperature and reaction time, it was possible to modulate the reactivity, allowing the synthesis of two distinct product classes (3-aryl-2-ethoxycarbonyl-1-indanones and 3-aryl-1-indanones) in good to excellent yield. The reaction did not require additives and was insensitive to both air and moisture. Preliminary biological evaluation of some indanones showed a promising profile against some human cancer line cells.

Funder

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Fundação de Amparo à Pesquisa do Estado de São Paulo

Publisher

Beilstein Institut

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