手性双硫脲催化不对称Pictet-Spengler环化反应  

Asymmetric Pictet-Spengler cyclization reaction catalyzed by chiral thiourea

作　　者：张敏 甘坤 刘莉 陈治明 ZHANG Min;GAN Kun;LIU Li;CHEN Zhi-ming(Key Laboratory of Functional Materials Chemistry of Guizhou Province,School of Chemistry and Materials Science,Guizhou Normal University,Guiyang 550001,Guizhou,China)

机构地区：[1]贵州师范大学化学与材料科学学院,贵州省功能材料化学重点实验室,贵州贵阳550001

出　　处：《云南大学学报（自然科学版）》2022年第4期812-821,共10页Journal of Yunnan University(Natural Sciences Edition)

基　　金：国家自然科学基金(21362006)。

摘　　要：合成了3种新颖具有轴手性多氢键多活性中心的双硫脲催化剂(1a~1c),并将其应用于催化PictetSpengler反应合成β-咔啉类化合物.实验结果表明,在室温(25℃)下,甲苯为溶剂,催化剂1c的用量为x=20%,Pictet-Spengler环化反应取得较高的收率(82%)和较高的对映选择(88%).In this paper,three dithiourea catalysts(1a~1c)with axial chiral multiple hydrogen bonds and multiple active centers were synthesized and applied to catalyze the Pictet-Spengler reaction to synthesizeβcarbolines.The experimental results showed that at room temperature(25℃),toluene is used as the solvent,the amount of catalyst 1c is x=20%,Pictet-Spengler cyclization reaction has achieved a higher yield(82%)and a higher enantiomer selectivity(88%).

关 键 词：β-咔啉类化合物 色胺 芳香醛 有机催化剂 

分 类 号：O625.6[理学—有机化学]