Rapid, microwave accelerated synthesis of [1,2,4]triazolo[3,4-b] [1,3,4]oxadiazoles from 4-acylamino-1,2,4-triazoles

TETRAHEDRON LETTERS

卷:57

Article

Breunig, Stephanie L.¹  Olson, Margaret E.¹  Harki, Daniel A.¹ 

[1] Univ Minnesota, Dept Med Chem, Minneapolis, MN 55455 USA

关键词: 1,2,4-Triazole;    1,3,4-Oxadiazole;    [1,2,4]Triazolo[3,4-b][1,3,4]oxadiazole;    Microwave chemistry;    Intramolecular cyclization;   

DOI  :  10.1016/j.tetlet.2016.07.082

来源: Elsevier

【 摘 要 】

1,2,4-Triazoles and 1,3,4-oxadiazoles are prevalent moieties in pharmaceutical agents, yet fused [1,2,4]triazolo[3,4-b][1,3,4]oxadiazoles are surprisingly under-represented for both synthesis and biological application. We report a rapid, two-step synthesis of [1,2,4]triazolo[3,4-b][1,3,4]oxadiazoles from commercial 4-amino-1,2,4-triazoles that is highlighted by a microwave accelerated intramolecular cyclization to generate the fused ring system. Our efforts to optimize reaction conditions and elucidate reaction mechanism are also described. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

Free