Highly efficient and mild synthesis of variously 5-substituted-4-carbaldehyde-1,2,3-triazole derivatives

• Published in: Tetrahedron letters Vol. 42; no. 52; pp. 9117 - 9118
• Main Authors: Journet, Michel, Cai, Dongwei, Kowal, Jason J, Larsen, Robert D
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 24-12-2001
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/S0040-4039(01)01923-2

Synthesis of variously 5-substituted-4-carbaldehyde-1,2,3-triazole derivatives
2
was accomplished by reacting sodium azide with α,β-acetylenic aldehydes
1
in DMSO at room temperature. Therefore, the reaction remains basic avoiding the generation of the hazardous explosive HN
3, resulting in a safe process. This mild and general reaction was instantaneous and was essentially quantitative.
Synthesis of variously 5-substituted-4-carbaldehyde-1,2,3-triazoles was accomplished by reacting sodium azide with acetylenic aldehydes in DMSO at room temperature in quantitative yield.