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

Autor: Manoel T. Rodrigues Jr., Aline S. B. de Oliveira, Ralph C. Gomes, Amanda Soares Hirata, Lucas A. Zeoly, Hugo Santos, João Arantes, Catarina Sofia Mateus Reis-Silva, João Agostinho Machado-Neto, Leticia Veras Costa-Lotufo, Fernando Coelho
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 20, Iss 1, Pp 1167-1178 (2024)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.20.99
Popis: 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.
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