Carbonylation Access to Phthalimides Using Self-Sufficient Directing Group and Nucleophile

被引：32
|
作者：
Ji, Fanghua [1 ]
Li, Jianxiao [1 ]
Li, Xianwei [1 ]
Guo, Wei [1 ]
Wu, Wanqing [1 ]
Jiang, Huanfeng [1 ,2 ]
机构：
[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Guangdong, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 01期
基金：
中国国家自然科学基金;
关键词：
PALLADIUM-CATALYZED CARBONYLATION; C-H FUNCTIONALIZATION; ALPHA-GLUCOSIDASE INHIBITORS; N-SUBSTITUTED PHTHALIMIDES; OXIDATIVE CARBONYLATION; BOND ACTIVATION; ARYL IMINES; CARBON; WATER; ION;
D O I：
10.1021/acs.joc.7b02433
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein we report a novel palladium-catalyzed oxidative carbonylation reaction for the synthesis of phthalimides with high atom- and step-economy. In our strategy, the imine and H2O, which are generated in situ from the condensation of aldehyde and amine, serve as self-sufficient directing group and nucleophile, respectively. This method provides rapid access to phthalimides starting from readily available materials in a one-pot manner. Various phthalimide derivatives are constructed efficiently, including medicinally and biologically active phthalimide-containing compounds.
引用
收藏
页码：104 / 112
页数：9
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