Privilege Ynone Synthesis via Palladium-Catalyzed Alkynylation of "Super-Active Esters"

被引:34
|
作者
Yu, Bo [1 ]
Sun, Huaming [1 ]
Xie, Zunyuan [1 ]
Zhang, Guofang [1 ]
Xu, Li-Wen [1 ]
Zhang, Weiqiang [1 ]
Gao, Ziwei [1 ]
机构
[1] Shaanxi Normal Univ, Sch Chem & Chem Engn, Minist Educ, Key Lab Appl Surface & Colloid Chem, Xian 710119, Peoples R China
基金
中国国家自然科学基金; 国家教育部博士点专项基金资助;
关键词
O BOND ACTIVATION; C-O; COUPLING REACTIONS; REAGENTS; GENERATION; CHEMISTRY; ALDEHYDES; ETHERS; NI;
D O I
10.1021/acs.orglett.5b01466
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A neat palladium-catalyzed alkynylation reaction was developed with "super-active ester" as the carbonyl electrophile, which provides a dean-and efficient synthetic protocol for a broad array Of ynone compounds under CO-, Cu-,, ligand-, and base-free conditions. The superior activity of triazine ester was rationalized by the strong electron;withdrawing ability and the unique affinity of triazine On palladium. A mechanistic experiment clearly demonstrated that the N-Pd coordination of triazine plays a crucial role for the highly efficient C-O activation.
引用
收藏
页码:3298 / 3301
页数:4
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