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Synthesis of 1-Benzyl-2,4-diarylimidazole through I2/CuI-Catalyzed Cyclization of Benzylamine and Hydrazone
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2024-05-01 , DOI: 10.1021/acs.joc.3c02968
Ting-Kang Lv 1 , Si Chen 2 , Yi-Xuan Lu 1 , Bao-Hua Chen 1
Affiliation  

In this paper, we report an innovative method for synthesizing 1-benzyl-2,4-diarylimidazole utilizing 1-phenylethanone-2-(2-pyridinyl) hydrazine and benzylamine, catalyzed by an I2/CuI system. This approach represents a significant departure from traditional methods for synthesizing polysubstituted imidazoles; it employs the I2/CuI catalyst to replace rare metal catalysts, thereby achieving high yields of substitution products (≤85%). This method for the generation of 1,2,4-triimidazole derivatives is characterized by its exceptional chemical selectivity and extensive substrate compatibility.

中文翻译:

I2/CuI催化苄胺与腙环化合成1-苄基-2,4-二芳基咪唑

在本文中,我们报道了一种在 I 2 /CuI 系统催化下,利用 1-苯基乙酮-2-(2-吡啶基)肼和苄胺合成 1-苄基-2,4-二芳基咪唑的创新方法。这种方法与合成多取代咪唑的传统方法有很大不同。采用I 2 /CuI催化剂替代稀有金属催化剂,实现了高替代产物收率(≤85%)。这种生成 1,2,4-三咪唑衍生物的方法的特点是其卓越的化学选择性和广泛的底物兼容性。
更新日期:2024-05-01
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