Synthesis of d-glyco-alkynone derivatives via carbonylative Sonogashira reaction

Author(s)

Darbem, Mariana P. ^[1] ; Esteves, C. Henrique A. ^[1] ; de Oliveira, Isadora M. ^[2] ; Reis, Joel S. ^[1] ; Pimenta, Daniel C. ^[3] ; Stefani, Helio A. ^[1]

Affiliation

^[1] Univ Sao Paulo, Fac Ciencias Farmaceut, Sao Paulo, SP - Brazil

^[2] Univ Sao Paulo, Inst Quim, Sao Paulo, SP - Brazil

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

• Document type: Journal article
• Source: RSC ADVANCES; v. 9, n. 17, p. 9468-9474, 2019.
• Web of Science Citations: 2

Abstract

A carbonylative Sonogashira coupling approach to the synthesis of glyco-alkynones is described. Eighteen examples were obtained in moderate do nearly quantitative yields under mild conditions employing Mo(CO)(6) as a safe carbon monoxide source. Functionalization of the alkynyl moiety via cycloaddition with organic azides provided six examples of glyco-triazoles. (AU)

• FAPESP's process: 16/24396-9 - Triazolic 2-Aryloxazolines: synthesis of small libraries, biological activity, fluorescence and ligands
• Grantee: Mariana Pompilio Darbem Rocha
• Support type: Scholarships in Brazil - Doctorate
• 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 type: Scholarships in Brazil - Doctorate (Direct)
• FAPESP's process: 17/26673-2 - CuH-Catalyzed fluorination of alkenes ánd PET applications
• Grantee: Carlos Henrique Alves Esteves
• Support type: Scholarships in Brazil - Post-Doctorate
• FAPESP's process: 16/02392-1 - 2-aryloxazolines: synthesis, biological activity ánd fluorescence
• Grantee: Joel Savi dos Reis
• Support type: Scholarships in Brazil - Post-Doctorate
• FAPESP's process: 17/24821-4 - Carbonylative Coupling and Intramolecular Cycloaddition [2 + 2] Reactions Employing D-Glucal
• Grantee: Helio Alexandre Stefani
• Support type: Regular Research Grants