Palladium-Catalyzed 5-exo-dig Cyclization Cascade, Sequential Amination/Etherification for Stereoselective Construction of 3-Methyleneindolinones

被引：13

作者：

Zuo, Youpeng ^{[1
]}

He, Xinwei ^{[1
]}

Tang, Qiang ^{[1
]}

Hu, Wangcheng ^{[1
]}

Zhou, Tongtong ^{[1
]}

Hu, Wenbo ^{[1
]}

Shang, Yongjia ^{[1
]}

机构：

[1] Anhui Normal Univ, Coll Chem & Mat Sci, Anhui Lab Mol Mat,State Key Lab Cultivat Base, Key Lab Funct Mol Solids,Minist Educ, Wuhu 241000, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2021年 / 363卷 / 08期

基金：

中国国家自然科学基金;

关键词：

3-Methyleneindolinones; Amination; Cyclization; N-(2-iodophenyl)propiolamides; N-hydroxybenzamides; PROTEASOME INHIBITORS TMC-95A; C-H FUNCTIONALIZATION; 3-COMPONENT SYNTHESIS; N-ARYLPROPIOLAMIDES; NATURAL-PRODUCTS; DOMINO; 3-(DIARYLMETHYLENE)OXINDOLES; DERIVATIVES; DISCOVERY; SCAFFOLD;

D O I：

10.1002/adsc.202001369

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An cascade intramolecular 5-exo-dig cyclization of N-(2-iodophenyl)propiolamides and sequential amination/etherification (with N-hydroxybenzamides, phenyl hydroxycarbamate) protocol for the synthesis of amino- and phenoxy-substituted 3-methyleneindolinones using unexpensive Pd(PPh3)(4) as catalyst has been developed. The protocol enables the assembly of structurally important oxindole cores featuring moderate functional group tolerance (particularly the halo group), affording a broad spectrum of products with diverse substituents in good to excellent yields.

引用

页码：2117 / 2123

页数：7

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