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Unearthing the Subtleties of Rhodium(II)-Catalyzed Carbenoid Cycloadditions to Furans with an N-Sulfonyl-1,2,3-triazole Probe.
Bettencourt, Christian J; Krainz, Tanja; Chow, Sharon; Parr, Brendan T; Tracy, William F; Bernhardt, Paul V; Davies, Huw M L; Williams, Craig M.
Afiliação
  • Bettencourt CJ; School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, Queensland 4072, Australia.
  • Krainz T; School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, Queensland 4072, Australia.
  • Chow S; School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, Queensland 4072, Australia.
  • Parr BT; Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, United States.
  • Tracy WF; Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, United States.
  • Bernhardt PV; School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, Queensland 4072, Australia.
  • Davies HML; Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, United States.
  • Williams CM; School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, Queensland 4072, Australia.
Org Lett ; 24(50): 9290-9295, 2022 12 23.
Article em En | MEDLINE | ID: mdl-36512372
ABSTRACT
The rhodium(II)-catalyzed reaction of a model alkenyl donor/acceptor N-sulfonyltriazole with a wide selection of furans is reported. This investigation unearthed a range of structurally diverse carbocyclic and ring-opened products, in good to excellent yields. The products obtained are proposed to arise selectively via cyclopropanation or zwitterionic rearrangement pathways, which are highly dependent on both the structural and electronic features of the furan substrate.
Assuntos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Ródio Idioma: En Revista: Org Lett Ano de publicação: 2022 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Ródio Idioma: En Revista: Org Lett Ano de publicação: 2022 Tipo de documento: Article