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.
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页数：5
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