Rapid Access to Acylation and Alkylation of N-Heteroarenes Using Ester Acetates as Reactants  

作　　者：XU Jianxiong HUANG Weimin LI Jizhen 

机构地区：[1]College of Chemistry,Jilin University,Changchun 130021,P.R.China

出　　处：《Chemical Research in Chinese Universities》2024年第6期1212-1219,共8页高等学校化学研究（英文版）

基　　金：supported by the Open Funds of the State Key Laboratory of Rare Earth Resource Utilization,China (No.RERU2023006).

摘　　要：The laboratory-abundant and low-toxic ethyl acetate was explored successfully for the first time as acyl group donor for the Minisci-type acylation of quinolines.In this approach,TBAC/K_(2)S_(2)O_(8) (TBAC: tert-butylacetyl chloride) system played a important role,and the introduced acyl group was derived from the alkoxyl group moiety of ester acetates.Most N-heteroarenes,such as quinoxaline and isoquinoline,etc.were also compatible to this synthetic strategy affording acylated products in high yields.Simultaneously,the C_(2)—H alkylation was realized by accident for 4-quinazolinone.Furthermore,the acylation mechanism was proposed through the chlorine radical abstracting the inactive α-hydrogen of the alkoxyl group.

关 键 词：Ethyl acetate ACYLATION Chlorine radical N-Heteroarene Minisci-type 

分 类 号：O62[理学—有机化学]