摘要
发展了一种三步骤一锅法合成3,4-二氢喹唑啉的方法.该方法包括邻叠氮苯甲醛与胺的还原胺化,酰氯的N-酰基化和P(Bu-n)_(3)作用下的Aza-Wittig反应.芳香胺、苄胺和脂肪族链胺都可以顺利参加该多步骤反应,其中脂肪族丁胺的收率略低.芳香酰氯中含有供电子基团时可以获得满意的收率,但是含有吸电子氯原子的芳香酰氯和丙烯酰氯则不能得到目标产物.
A one-pot three-step synthesis for the preparation of 3,4-dihydroquinazolines is developed.This method involves a reductive amination of o-azidebenzaldehydes with amines followed by N-acylation using azoyl chloride and Staudinger/intramolecular aza-Wittig sequence in the presence of P(Bu-n)3.Aromatic amines,benzylamines,and aliphatic chain amines could complete this multi-step reaction.The yield of butylamine,however,was slightly lower.Satisfactory yields can be obtained when aromatic acyl chloride containing electron-donating groups on the benzene ring was used.However,aromatic acyl chloride with electron withdrawing chlorine atoms and acryloyl chloride failed to give the corresponding products.
作者
张文生
郑伟
左国强
马科友
肖合全
刘改云
Zhang Wensheng;Zheng Wei;Zuo Guoqiang;Ma Keyou;Xiao Hequan;Liu Gaiyun(School of Material Engineering,Jiyuan Vocational and Technical College,Jiyuan,Henan 459000)
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2024年第5期1686-1690,共5页
Chinese Journal of Organic Chemistry
基金
河南省科技攻关计划(No.212102310883)资助项目。
关键词
3
4-二氢喹唑啉
合成
还原胺化
分子内N-维悌希反应
3,4-dihydroquinazoline
synthesis
reductive amination
intramolecular aza-Wittig reaction
