摘要
β-氨基酮衍生物因其分子中具有2个不同的官能团——酮羰基和氨基而显示高的生物反应活性。曼尼希反应是合成β-氨基酮衍生物的最常用的反应之一,本研究探讨了Cp_(2)TiCl_(2)与不同含氧酸组成双酸、双功能体系协同催化三组分曼尼希反应。研究表明:在配体为2,3喹啉二酸,催化体系比例为1:1,温度为室温,底物比例为1:1.2:2时得到了良好的收率和对映选择性的β-氨基酮衍生物,同时考察了催化体系对底物的普适性研究,共合成了27种β-氨基酮类衍生物,产率高达99.0%,选择性高达97:3,催化体系普适性良好。该方法具有后处理简单、条件温和、收率高、时间短等优点。
β-Amino ketone derivatives displays high biological activity because it has two different functional groups-ketonic carbonyl and amino.Mannich reaction is a very common approach for the synthesis of β-amino ketone derivatives.In this study,Cp_(2)TiCl_(2)and different oxyacid were used to form a bifunctional system to synergistic catalyst the three component Mannich reaction.The research had shown that good yield and enantioselectivity β-amino ketone derivatives were achieved when the ligand was 2,3-quinoline diacid,the catalytic system ratio was 1:1,the temperature was room temperature,and the substrate ratio was 1:1.2:2.At the same time,the universality of the catalytic system for substrates was investigated,and 27 types β-amino ketone derivatives were synthesized.The yield was up to 99.0%,and the enantioselectivity was as high as 97:3,the catalytic system had good universality.This method had the advantages of simple post-processing,mild conditions,high yield,short time and so on.
作者
王芸芸
李晓月
陆旭
王涛
WANG Yun-yun;LI Xiao-yue;LU Xu;WANG Tao(College of Chemistry and Chemical Engineerinng,Ningxia Normal University,Ningxia key laboratory of green catalytic materials and technology,Guyuan 756000,China)
出处
《化学研究与应用》
CAS
北大核心
2024年第3期540-546,共7页
Chemical Research and Application
基金
宁夏回族自治区固原市科技计划项目(2020GYKYF004)资助
宁夏自然科学基金项目(2022AAC03322)资助
宁夏师范学院宁夏高校一流学科建设项目(化学)资助
宁夏师范学院六盘山资源工程技术研究中心和无机化学重点学科项目(宁师院[2017] 83号)(HGZD21-09)资助。
关键词
β-氨基酮衍生物
双功能催化
茂钛配合物
β-amino ketone derivatives
bifunctional catalysis
titanocene complex
