电催化合成2,5-二取代1,3,4-噁二唑衍生物  被引量:10

Electrocatalytic Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles

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作  者:李梦帆 王榕 郝文娟 姜波 Li Mengfan;Wang Rong;Hao Wenjuan;Jiang Bo(School of Chemistry&Materials Science,Jiangsu Normal University,Xuzhou 221116)

机构地区:[1]江苏师范大学化学与材料科学学院,徐州221116

出  处:《有机化学》2020年第6期1540-1548,共9页Chinese Journal of Organic Chemistry

基  金:国家自然科学基金(No.21971090);江苏省研究生科研创新计划(No.SJKY19_2003)。

摘  要:1,3,4-噁二唑作为一种多杂原子的五元杂环类化合物,不仅具有抗炎、抗肌醇和抗惊厥等生物活性,而且是一种重要的有机合成中间体,对其进行合成研究具有重要意义.利用廉价易得的醛和酰肼作为原料,在电催化条件下,一步合成非对称的2,5-二取代1,3,4-噁二唑衍生物,收率良好.其结构经IR、^1H和^13CNMR、HRMS等进行了确证.该反应条件温和,原子经济性高,底物范围广,为构建1,3,4-噁二唑骨架提供了一种绿色、可持续的合成途径.1,3,4-Oxadiazoles,standing for a class of five-membered heterocyclic compounds with multiple heteroatoms,show anti-inflammatory,anti-convulsant,anti-inositol and other biological activities.They also served as important intermediates in organic synthesis.Thus,the development of general and straightforward methods for their synthesis is of great significance.In this paper one-step synthesis of non-symmetric 2,5-disubstituted 1,3,4-oxadiazole derivatives with good yield was completed under electrocatalytic conditions by using cheap and readily available aldehydes and hydrazides as starting materials.Their structures were confirmed by IR,^1 H NMR,^13C NMR and HRMS analyses.The reaction features mild conditions,high atomeconomy and wide substrate scope,providing a green and sustainable synthetic protocol for constructing 1,3,4-oxadiazole skeleton.

关 键 词:绿色化学 1 3 4-噁二唑衍生物 电化学合成 自由基环化 

分 类 号:O626[理学—有机化学]

 

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