Synthesis of 2-Imino-1,3,4-thiadiazoles from Hydrazides and Isothiocyanates via Sequential Oxidation and P(NMe2)3 -Mediated Annulation Reactions
Synthesis of 2-Imino-1,3,4-thiadiazoles from Hydrazides and Isothiocyanates via Sequential Oxidation and P(NMe2)3 -Mediated Annulation Reactions
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通过顺序氧化和 P(NMe2)(3) 介导的成环反应从酰肼和异硫氰酸酯合成 2-亚氨基-1,3,4-噻二唑
DOI：
10.1021/acs.orglett.0c01393
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发表时间：
2020-06-05
期刊：
影响因子：
5.2
通讯作者：
Chang, Junbiao
中科院分区：
文献类型：
--
作者：
Huang, Zhengyan;Zhang, Qianqian;Chang, Junbiao
报道了P(NMe2)(3)介导的n -酰基二氮与异硫氰酸酯的环化反应，生成2-亚胺-1,3,4-噻二唑。用碘氧化肼得到的粗酰二氮的反应进行得很好，并允许直接从肼连续合成产品，而不需要纯化不太稳定的n -酰基二氮中间体。该反应不需要过渡金属，是一种简单、可扩展的操作，具有广泛的衬底范围。
A P(NMe2)(3) -mediated annulation reaction of N-acyldiazenes with isothiocyanates, producing 2-imino-1,3,4-thiadiazoles, is reported. This reaction proceeds well with crude Nacyldiazenes derived from the oxidation of hydrazides by iodine and permits the sequential synthesis of products directly from hydrazides without purification of the less stable N-acyldiazene intermediates. The reaction does not require transition metals and is a simple, scalable operation with broad substrate scope.