双齿含氧配体修饰Co_(2)(CO)_(8)催化环氧丙(乙)烷羰化酰胺化反应制备β-羟基酰胺  

Aminocarbonylation of propylene(ethylene)epoxide over Co_(2)(CO)_(8)catalyst modified by bidental O-containing ligand for synthesis ofβ-hydroxy amides

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作  者:郭琳 时广辉 陈晓超 刘晔 GUO Lin;SHI Guanghui;CHEN Xiaochao;LIU Ye(Shanghai Key Laboratory of Green Chemistry and Chemical Processes,School of Chemistry and Molecular Engineering,East China Normal University,Shanghai 200062,China;Institute of Eco-Chongming,Shanghai 202162,China)

机构地区:[1]华东师范大学化学与分子工程学院、上海市绿色化学与化工过程绿色化重点实验室,上海200062 [2]崇明生态研究院,上海202162

出  处:《华东师范大学学报(自然科学版)》2023年第1期12-20,共9页Journal of East China Normal University(Natural Science)

基  金:国家自然科学基金(22172052,21972045)。

摘  要:首次报道了以芳香胺为氨源,通过双齿含氧配体L2修饰Co_(2)(CO)_(8)催化环氧化合物的羰化酰胺化反应,一步合成β-羟基酰胺化合物的方法.在温和的条件下(60℃、CO 3.0 MPa、6 h),以L2修饰的Co_(2)(CO)_(8)作为催化剂,能够实现环氧丙烷和苯胺的羰化酰胺化反应,得到收率为64%的3-羟基-N-苯基丁酰胺目标产物;该催化剂体系具有较好的稳定性和一定的底物普适性.其中,双齿含氧配体L2通过双氧水氧化双齿膦配体Xantphos(9,9-二甲基-4,5-双二苯基膦-氧杂蒽)制得.This work reports a one-step protocol for the synthesis ofβ-hydroxyamides via aminocarbonylation of epoxides using aromatic amines as the ammonia source instead of silylamine.The reaction was catalyzed by Co_(2)(CO)_(8) modified with bidentate O-containing ligand L2,which was prepared by the oxidation of Xantphos[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]by H2O2as a diphosphine-dioxide.Under mild conditions(60℃,CO 3.0 MPa,6 h),L2-modified Co_(2)(CO)_(8) efficiently catalyzed the aminocarbonylation of propylene oxide with aniline to generate 3-hydroxy-N-phenylbutanamide with the yield of64%.The developed catalytic system exhibited fair stability and general substrate scope.

关 键 词:环氧丙烷 环氧乙烷 羰化酰胺化反应 Co_(2)(CO)_(8) β-羟基酰胺 

分 类 号:O643[理学—物理化学]

 

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