Ytterbium-catalyzed formal [4+2] cycloaddition: Synthesis of chalcogen-quinolines 3-unsubstituted

Author(s)

de Oliveira, Isadora M. ^[1] ; Darbem, Mariana P. ^[2] ; Esteves, C. Henrique A. ^[2] ; Pimenta, Daniel C. ^[3] ; Zukerman-Schpector, Julio ^[4] ; Stefani, Helio A. ^[2] ; Manarin, Flavia ^[5]

Affiliation

^[1] Univ Sao Paulo, Inst Quim, Dept Quim Fundamental, Sao Paulo, SP - Brazil

^[2] Univ Sao Paulo, Fac Ciencias Farmacaut, Dept Farm, Sao Paulo - Brazil

^[3] Inst Butantan, Sao Paulo, SP - Brazil

^[4] Univ Fed Sao Carlos, Dept Quim, Sao Carlos, SP - Brazil

^[5] Univ Estadual Oeste Parana, CECE, Toledo, PR - Brazil

• Document type: Journal article
• Source: Tetrahedron Letters; v. 59, n. 44, p. 3907-3911, OCT 31 2018.
• Web of Science Citations: 1

Abstract

A regioselective ytterbium-catalyzed annulation reaction between ethylglyoxalate, anilines and silylalkynes bearing selenyl- and telluryl-moieties for the formation of poly-substituted quinolones is described. A series of examples formed under mild conditions are presented, including a scaled-up reaction and a study on catalyst recyclability. (C) 2018 Elsevier Ltd. All rights reserved. (AU)

• FAPESP's process: 16/04289-3 - Synthesis of calcogeno amino acids derivatives and 4-calcogeno quinolines via multicomponent reactions
• Grantee: Isadora Maria de Oliveira
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
• FAPESP's process: 17/26673-2 - CuH-Catalyzed fluorination of alkenes and PET applications
• Grantee: Carlos Henrique Alves Esteves
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 16/24396-9 - Triazolic 2-Aryloxazolines: synthesis of small libraries, biological activity, fluorescence and ligands
• Grantee: Mariana Pompilio Darbem Rocha
• Support Opportunities: Scholarships in Brazil - Doctorate