Selectively reductive amination of levulinic acid with aryl amines to N-substituted aryl pyrroles  

作　　者：Cailing Wu Mengjie Lou Mingming Sun Huiyong Wang Zhiyong Li Jikuan Qiu Jianji Wang Zhimin Liu 

机构地区：[1]Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals,School of Chemistry and Chemical Engineering,Key Laboratory of Green Chemical Media and Reactions,Ministry of Education,Henan Normal University,Xinxiang,Henan,453000,China [2]Beijing National Laboratory for Molecular Sciences,Key Laboratory of Colloid,Interface and Thermodynamics,CAS Research,Institute of Chemistry,Chinese Academy of Sciences,Beijing,100190,China

出　　处：《Green Energy & Environment》2023年第2期438-443,共6页绿色能源与环境（英文版）

基　　金：supported by Chinese Academy of Sciences,China;(Grant No.QYZDY-SSW-SLH013-2);Henan Normal University,China。

摘　　要：Synthesizing nitrogen(N)-containing molecules from biomass derivatives is a new strategy for production of this kind of chemicals.Herein,for the first time we present the synthesis of N-substituted aryl pyrroles via reductive amination/cyclization of levulinic acid(LA)with primary aromatic amines and hydrosilanes(e.g.,PMHS)over Cs F,and a series of N-substituted aryl pyrroles could be obtained in good to excellent yields at 120○C.The mechanism investigation indicates that the reaction proceeds in two steps:the cyclization between amine and LA occurs first to form intermediate 5-methyl-N-alkyl-1,3-dihydro-2H-pyrrolones and their isomeride(B),and then the chemo-and region-selective reduction of intermediates take place to produce the final products.This approach for synthesis of N-substituted aryl pyrroles can be performed under mild and green conditions,which may have promising applications.

关 键 词：BIOMASS Levulinic acid Reductive amination PYRROLE 

分 类 号：O626.13[理学—有机化学]