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One-pot synthesis of sulfonyl dibenzosuberdiones via In(OTf)3-promoted double Friedel-Crafts reactions of oxygenated arylacetic acids with ß-arylvinyl sulfones.
Chang, Meng-Yang; Lin, Chun-Yi.
Afiliación
  • Chang MY; Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan. mychang@kmu.edu.tw.
  • Lin CY; Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung 807, Taiwan.
Org Biomol Chem ; 21(11): 2405-2416, 2023 Mar 15.
Article en En | MEDLINE | ID: mdl-36857673
Under open-vessel atmosphere conditions, a one-pot easy-to-operate method for the construction of diverse sulfonyl dibenzosuberdiones is developed via In(OTf)3-promoted tandem double Friedel-Crafts reactions of oxygenated arylacetic acids with ß-arylvinyl sulfones. A plausible mechanism is proposed and discussed in detail. This protocol allows for highly effective sequential intermolecular Michael addition, intramolecular ring-closure and α-benzylic oxidation via the formation of two carbon-carbon single (C-C) bonds and one carbon-oxygen double (CO) bond.

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Taiwán

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Taiwán