Moirangthem Shyamkanhai S, Ahanthem Dini, Khongbantabam Sanatombi D, Laitonjam Warjeet S
Department of Chemistry, Manipur University, Canchipur, Imphal 795003, Manipur, India.
ACS Omega. 2022 Aug 22;7(35):31348-31351. doi: 10.1021/acsomega.2c03622. eCollection 2022 Sep 6.
Dimethyl carbonimidodithioates, derived from various primary aryl amines () by reacting with carbon disulfide and methyl iodide in dimethyl formamide in the presence of concentrated sodium hydroxide, are converted to the diaziridine derivatives, by reacting with hydrazine in ethanol. The diaziridines, on oxidation with lead tetraacetate in refluxing xylene, extrudes nitrogen, and intramolecular stabilization, particularly 1,2-carbon migration, takes place to give the product, . The reaction may take place through the intermediates, diazirines, , which have not been isolated. This work provides a new approach for the conversion of aryl amines having no α-methylene to aryl nitriles.
二甲基碳亚氨基二硫代酸酯由各种伯芳胺（）在浓氢氧化钠存在下于二甲基甲酰胺中与二硫化碳和甲基碘反应制得，通过在乙醇中与肼反应可转化为重氮环丙烷衍生物。重氮环丙烷在回流二甲苯中用四乙酸铅氧化时，会脱去氮，并发生分子内稳定化反应，特别是1,2 - 碳迁移，从而得到产物。该反应可能通过尚未分离出来的重氮烯中间体进行。这项工作为将没有α - 亚甲基的芳胺转化为芳腈提供了一种新方法。
