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Electrochemical Regioselective Phosphorylation of Nitrogen‐Containing Heterocycles and Related Derivatives
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-12-04 , DOI: 10.1002/adsc.202000997
Yong Deng 1 , Shiqi You 1 , Mengyao Ruan 1 , Ying Wang 1 , Zuxing Chen 1 , Guichun Yang 1 , Meng Gao 1
Affiliation  

The site‐selective functionalization of biologically important nitrogen‐containing heterocycles and related derivatives remains a challenging and important task. We report herein on the direct regiodivergent N1/C2 phosphorylation of free indole derivatives. Cyclic voltammograms and EPR data indicate that by utilizing different electrolyte‐mediated anodic oxidation to generate different active indole species, a diverse collection of N1 and C2 phosphorylation products could be obtained in moderate to high yields under exogenous‐oxidant‐free and metal‐catalyst‐free electrochemical conditions. In addition, N−P coupling was also found to be compatible with various alkylamines.

中文翻译:

含氮杂环及相关衍生物的电化学区域选择性磷酸化

对生物学上重要的含氮杂环和相关衍生物的位点选择性官能化仍然是一项艰巨而重要的任务。我们在这里报道了游离吲哚衍生物的直接区域发散性的N1 / C2磷酸化。循环伏安图和EPR数据表明,通过利用不同的电解质介导的阳极氧化生成不同的活性吲哚物种,在无外源氧化剂和金属催化剂的情况下,可以中等至高收率获得各种N1和C2磷酸化产物。游离电化学条件。另外,还发现NP偶联与各种烷基胺相容。
更新日期:2021-01-19
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