Facile synthesis of bromo- and iodo-1, 2, 3-triazoles. Issue 32 (9th August 2017)

• Record Type: Journal Article
• Authors: Sakurada, Isao
• Is Part Of: Tetrahedron letters. Volume 58:Issue 32(2017)
• Page Start: 3188
• Page End: 3190
• Publication Date: 2017-08-09
• Subjects: 1, 2, 3-Triazole -- Halogenation -- Reduction -- Deuterated 1, 2, 3-triazoles -- Suzuki-Miyaura coupling; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.07.016
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Novel synthetic routes to produce bromo- and iodo-1, 2, 3-triazoles were developed. Synthesis of deuterated bromo- and iodo-1, 2, 3-triazoles was demonstrated using deuterium oxide. No protecting group was required. Abstract: Facile synthetic routes to bromo- and iodo-1, 2, 3-triazoles were achieved. Diiodo-1, 2, 3-triazole was directly obtained from 1, 2, 3-triazole, and dihalo-1, 2, 3-triazoles were converted to halo-1, 2, 3-triazoles in good yields without protection by NH. Unsymmetrical 4-bromo-5-iodo-1, 2, 3-triazole was synthesized from bromo-1, 2, 3-triazole. These halo-1, 2, 3-triazoles can be readily prepared using common reagents and solvents and are useful building blocks for the analogous synthesis of 1, 2, 3-triazole derivatives.