烯丙基重排
催化作用
苯胺
化学
取代反应
有机化学
氯化物
组合化学
作者
María Albert‐Soriano,Laura Hernández‐Martínez,Isidro M. Pastor
出处
期刊:ACS Sustainable Chemistry & Engineering
[American Chemical Society]
日期:2018-09-21
卷期号:6 (11): 14063-14070
被引量:22
标识
DOI:10.1021/acssuschemeng.8b02614
摘要
The 1,3-bis(carboxymethyl)imidazolium chloride, which is easily and in a straightforward manner prepared readily from starting materials in multigram scale, is employed as catalyst in the synthesis of N-allylanilines by allylic substitution of alcohols with anilines. This metal-free catalyst allows the reaction to be carried out under mild reaction conditions (80 °C and air open vessel) and proved to be efficient for a diversity of anilines and allylic alcohols, providing exclusively the product of N-substitution independently of the substituents in the aniline reactant. The process described is simple and effective, allowing N-allylanilines to be obtained in preparative scale [e.g., 3.30 g of N-(1,3-diphenylallyl)-4-nitroaniline]. The catalyst could be reused up to 15 cycles without loss of activity, proving its robustness.
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