摘要
3-(2-氨基乙基)吡咯是形成6-氮杂吲哚骨架的重要中间体,由于吡咯2位为高活性位点,难以直接通过傅克反应合成3-(2-氨基乙基)吡咯.报道了在吡咯α位引入拉电子基团,形成对角β位的定位效应,以无水AlCl_(3)为催化剂,通过傅克反应在吡咯3位加成硝基烯烃,进而得到取代的3-(2-氨基乙基)吡咯.
3-(2-Aminoethyl)pyrroles are important intermediates for the formation of the 6-azaindole skeleton.It was difficult to synthesize 3-(2-aminoethyl)pyrroles from pyrrole by Friedel-Crafts alkylation directly because of the inactive site.The electron withdrawing groups were introduced at theα-position of pyrrole to form a positioning effect at the diagonalβ-position.With anhydrous AlCl3 as the catalyst,nitroalkenes could be added to the 3-position of pyrrole via Friedel-Crafts alkylation to obtain substituted 3-(2-aminoethyl)pyrroles.
作者
白冰
徐芳琳
杨静
张改红
毛多斌
王宁
Bai Bing;Xu Fanglin;Yang Jing;Zhang Gaihong;Mao Duobin;Wang Ning(School of Food&Biological Engineering,Zhengzhou University of Light Industry,Zhengzhou 450000;bHenan Cigarette Industrial Reconstituted Tobacco Sheet Co.,Ltd.,Xuchang,Henan 461000)
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2021年第6期2335-2342,共8页
Chinese Journal of Organic Chemistry
基金
河南省科技厅(No.192102110212)资助项目。
