The selective synthesis of <i>N</i>-arylbenzene-1,2-diamines or 1-arylbenzimidazoles by irradiating 4-methoxy-4′-substituted-azobenzenes in different solvents
作者:Po-Yi Chen、Chi-Wei Hsu、Tong-Ing Ho、Jinn-Hsuan Ho
DOI:10.1039/d0ra10068d
日期:——
The solvent-controllable photoreaction of 4-methoxyazobenzenes to afford 1-aryl-1H-benzimidazoles or N-arylbenzene-1,2-diamines has been studied. The irradiation of 4-methoxyazobenzenes in DMF containing 0.5 M hydrochloric acid provided N 2-aryl-4-methoxybenzene-1,2-diamines as the major product, while irradiation in acetal containing 0.16 M hydrochloric acid led to 1-aryl-6-methoxy-2-methyl-1H-benzimidazoles
研究了 4-甲氧基偶氮苯的溶剂可控光反应得到 1-芳基-1H-苯并咪唑或 N-芳基苯-1,2-二胺。4-甲氧基偶氮苯在含有 0.5 M 盐酸的 DMF 中辐照产生 N 2-aryl-4-methoxybenzo-1,2-diamines 作为主要产物,而在含有 0.16 M 盐酸的乙缩醛中辐照产生 1-aryl-6-主要产品为甲氧基-2-甲基-1H-苯并咪唑。还讨论了解释选择性的可能反应机制。