由4-酰氨基-1,2,4-三唑快速、微波加速合成[1,2,4]三唑并[3,4-][1,3,4]恶二唑
Rapid, Microwave Accelerated Synthesis of [1,2,4]Triazolo[3,4-][1,3,4]oxadiazoles from 4-Acylamino-1,2,4-Triazoles.
作者信息
Breunig Stesphanie L, Olson Margaret E, Harki Daniel A
机构信息
Department of Medicinal Chemistry, University of Minnesota, Minneapolis, MN, 55455, USA.
出版信息
Tetrahedron Lett. 2016 Sep 7;57(36):4056-4060. doi: 10.1016/j.tetlet.2016.07.082. Epub 2016 Jul 29.
Abstract
1,2,4-Triazoles and 1,3,4-oxadiazoles are prevalent moieties in pharmaceutical agents, yet fused [1,2,4]-triazolo[3,4-][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-][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.
摘要
1,2,4-三唑和1,3,4-恶二唑是药物制剂中常见的部分，但稠合的[1,2,4]-三唑并[3,4-][1,3,4]恶二唑在合成和生物应用方面的研究却出奇地少。我们报道了一种从市售的4-氨基-1,2,4-三唑快速两步合成[1,2,4]-三唑并[3,4-][1,3,4]恶二唑的方法，该方法的亮点是通过微波加速分子内环化生成稠环体系。我们还描述了优化反应条件和阐明反应机理的努力。
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