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Electrochemical Decarboxylative Coupling of N-Substituted Glycines under Air: Access to C3-Aminomethylated Imidazo[1,2-a]pyridines
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2022-06-09 , DOI: 10.1002/adsc.202200339
Sifeng Li 1 , Xingchen Li 1, 2 , Taimin Wang 1, 2 , Qingjing Yang 3 , Zijun Ouyang 1 , Jieyu Chen 1 , Hongbin Zhai 4 , Xiao Li 2 , Bin Cheng 1, 2
Affiliation  

An electrochemical decarboxylative aminomethylation reaction of imidazo[1,2-a]pyridines with various N-substituted glycines in acetonitrile at room temperature has been described. The reaction could be conducted under light-free, catalyst-free, oxidant-free, and air conditions, affording the C3-aminomethylated imidazo[1,2-a]pyridines in good to high yields. Remarkably, N-aryl, N,N-dialkyl, and N-alkyl-N-aryl glycines are all well-tolerated in this easily handled protocol, which further expands the chemical space of bioactive imidazo[1,2-a]pyridine derivatives.

中文翻译:

N-取代甘氨酸在空气中的电化学脱羧偶联:获得 C3-氨基甲基化咪唑并[1,2-a]吡啶

已经描述了咪唑并[1,2- a ]吡啶与各种N-取代的甘氨酸在室温下在乙腈中的电化学脱羧氨甲基化反应。该反应可在无光照、无催化剂、无氧化剂和空气条件下进行,以良好至高收率得到C3-氨基甲基化咪唑并[1,2- a ]吡啶。值得注意的是,N-芳基、N-N-二烷基和N-烷基-N-芳基甘氨酸在这种易于处理的方案中都具有良好的耐受性,这进一步扩展了具有生物活性的咪唑并[1,2- a ] 吡啶衍生物的化学空间.
更新日期:2022-06-09
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