Synthesis of 5-Organotellanyl-1H-1,2,3-triazoles: Functionalization of the 5-Position Scaffold by the Sonogashira Cross-Coupling Reaction

Author(s)

Stefani, Helio A. ^[1] ; Vasconcelos, Stanley N. S. ^[1] ; Manarin, Flavia ^[1] ; Leal, Daiana M. ^[1] ; Souza, Frederico B. ^[1] ; Madureira, Lucas Sousa ^[2] ; Zukerman-Schpector, Julio ^[2] ; Eberlin, Marcos N. ^[3] ; Godoi, Marla N. ^[3] ; Galaverna, Renan de Souza ^[3]

Affiliation

^[1] Univ Sao Paulo, Dept Farm, Fac Ciencias Farmaceut, BR-05508000 Sao Paulo - Brazil

^[2] Univ Fed Sao Carlos, Dept Quim, BR-13560 Sao Carlos, SP - Brazil

^[3] Univ Estadual Campinas, Inst Quim, Campinas, SP - Brazil

• Document type: Journal article
• Source: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY; v. 2013, n. 18, p. 3780-3785, JUN 2013.
• Web of Science Citations: 22

Abstract

An efficient synthesis of 5-organotellanyl-1H-1,2,3-triazole compounds was accomplished through {[}3+2] cycloaddition reaction of organic azides and (organotellanyl)alkynes. Additionally, 5-organotellanyl-1H-1,2,3-triazoles were readily functionalized at the 5-position by using a Sonogashira cross-coupling reaction, leading to highly functionalised triazoles. The regiochemistry of the products was assessed by two-dimensional NMR spectroscopic experiments and X-ray crystallography. (AU)

• FAPESP's process: 12/00424-2 - Synthesis of small libraries using potassium Organotrifluoroborates in Suzuki-Miyaura reactions
• Grantee: Helio Alexandre Stefani
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 10/15677-8 - Synthesis of alpha-substituted styrenes
• Grantee: Flávia Giovana Manarin
• Support Opportunities: Scholarships in Brazil - Post-Doctoral