A Visible Light Ru-Catalyzed Photoredox Access to Substituted Dihydrofurans.

Victoria-Miguel, Jorge; García-Santos, William H; Cordero-Vargas, Alejandro

Victoria-Miguel, Jorge; García-Santos, William H; Cordero-Vargas, Alejandro.

Afiliação

Victoria-Miguel J; Instituto de Química, Universidad Nacional Autónoma de México, Circuito exterior s/n, Ciudad Universitaria, Coyoacán, Ciudad de México C.P. 04510, Mexico.
García-Santos WH; Instituto de Química, Universidad Nacional Autónoma de México, Circuito exterior s/n, Ciudad Universitaria, Coyoacán, Ciudad de México C.P. 04510, Mexico.
Cordero-Vargas A; Instituto de Química, Universidad Nacional Autónoma de México, Circuito exterior s/n, Ciudad Universitaria, Coyoacán, Ciudad de México C.P. 04510, Mexico.

J Org Chem ; 87(14): 9088-9099, 2022 07 15.

Article em En | MEDLINE | ID: mdl-35737852

RESUMO

An efficient, visible light Ru(bpy)3Cl2-catalyzed method for the preparation of 2,3-dihydrofurans is reported. This approach employs 2-bromoketoesters as radical precursors and alkyl enol ethers as acceptors. The photoredox cycle furnishes an oxonium ion that is captured by an internal nucleophile to render the corresponding dihydrofurans. Moreover, the obtained products contain a versatile acetal moiety at C-2, allowing its transformation into a diverse variety of heteroaromatic and nonaromatic compounds. This method could serve as an important tool in the synthesis of complex tetrahydro- and dihydrofurans as well as heteroaromatic structures.

Assuntos

Luz; Processos Fotoquímicos; Catálise; Estrutura Molecular

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Processos Fotoquímicos / Luz Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article País de afiliação: México País de publicação: Estados Unidos

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