Calcium Carbide as a Surrogate of Acetylene: Copper-Catalyzed Construction of 3-Methylene-2-arylisoindolin-1-ones

被引：14

作者：

Liu, Haiyan ^{[1
]}

You, Xinjie ^{[1
]}

Wen, Fei ^{[1
]}

Zhang, Zeshuai ^{[1
]}

Li, Zheng ^{[1
]}

机构：

[1] Northwest Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Gansu, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 11卷 / 07期

基金：

中国国家自然科学基金;

关键词：

Acetylene; alkyne source; calcium carbide; 3-methylene-2-arylisoindolin-1-one; tandem reaction; 1ST TOTAL-SYNTHESIS; ISOINDOLINONE DERIVATIVES; INHIBITORY-ACTIVITY; TERMINAL ALKYNES; SUZUKI-MIYAURA; PALLADIUM-FREE; LIGAND-FREE; 3-METHYLENEISOINDOLIN-1-ONES; ARISTOLACTAMS; AMIDATION;

D O I：

10.1002/ajoc.202200204

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method for the synthesis of 3-methylene-2-arylisoindolin-1-ones through Sonogashira cross-coupling/nucleophilic addition tandem reactions using calcium carbide as an alkyne source, 2-bromo-N-arylbenzamides as starting materials and copper as a catalyst is described. The significant advantages of this strategy include the use of cheap and easy-to-handle solid alkyne source as a surrogate of inflammable and explosive gaseous acetylene, inexpensive catalyst, wide scope of substrates, simple manipulations, and simple work-up procedures.

引用

页数：5

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