一锅法还原胺化/N-酰基化/Aza-Wittig反应合成3,4-二氢喹唑啉
One-Pot Reductive Am ination/N-Acylation/Aza-Wittig Reaction for the Synthesis of 3,4-Dihydroquinazolines
张文生 1郑伟 1左国强 1马科友 1肖合全 1刘改云1
作者信息
- 1. 济源职业技术学院材料工程学院 河南济源 459000
- 折叠
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.
Abstract
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 ob-tained 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.
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Key words
3,4-dihydroquinazoline/synthesis/reductive amination/intramolecular aza-Wittig reaction引用本文复制引用
基金项目
河南省科技攻关计划(212102310883)
出版年
2024
NETL
NSTL
万方数据