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Electrochemically promoted diamidation of alkenes to dihydroimidazole skeleton
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-10-17 , DOI: 10.1039/d4qo01445f
Guo-Ao Wang, Kai-Wei Chen, Yu-Da Huang, Yu-Yuan Zhang, Xiu-Jin Meng, Fei-Hu Cui, Ying-Ming Pan, Hai-Tao Tang

The dihydroimidazole framework is a valuable heterocyclic compound widely found in natural products, ligands, molecular catalysts, pesticides, etc. The construction of a dihydroimidazole framework from alkenes is an attractive synthesis approach. Herein, we report a simple and environmentally friendly electrocatalytic diamination reaction of alkenes. The reaction involves constructing a dihydroimidazole framework from readily available alkenes, CH3CN, and H2O. CH3CN serves as a solvent and a nitrogen source, whereas H2O provides an oxygen source without the need for catalysts and oxidants. The synthesized 3,4-dihydroimidazole compound can be further hydrolyzed into vicinal diamines. As far as we know, the synthesis of dihydroimidazole frameworks through electrochemical Ritter-type diamination of alkenes has not been reported yet.

中文翻译:


电化学促进烯烃二胺化为二氢咪唑骨架



二氢咪唑骨架是一种有价值的杂环化合物,广泛存在于天然产物、配体、分子催化剂、农药中。从烯烃构建二氢咪唑骨架是一种有吸引力的合成方法。在此,我们报道了一种简单且环保的烯烃电催化二胺化反应。该反应涉及从现成的烯烃、CH3CN 和 H2O 构建二氢咪唑骨架。CH3CN 用作溶剂和氮源,而 H2O 提供氧源,无需催化剂和氧化剂。合成的 3,4-二氢咪唑化合物可进一步水解成邻近二胺。据我们所知,通过烯烃的电化学 Ritter 型二胺化合成二氢咪唑框架尚未见报道。
更新日期:2024-10-22
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