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

页码：104 / 112

页数：9

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