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

Manoel Trindade RodriguesAline Silva Barroso de OliveiraRalph C GomesAmanda Soares HirataLucas A ZeolyHugo SantosJoão ArantesCatarina Sofia Mateus Reis-SilvaJoão Agostinho Machado-NetoLeticia Veras Costa-LotufoFernando Coelho
Published in: Beilstein journal of organic chemistry (2024)
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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