Facile and efficient synthesis of 1-haloalkynes via DBU-mediated reaction of terminal alkynes and N-haloimides under mild conditions

被引：40

作者：

Li, Mengru ^{[1
]}

Li, Yueju ^{[1
]}

Zhao, Baozhong ^{[1
]}

Liang, Fushun ^{[1
]}

Jin, Long-Yi ^{[2
]}

机构：

[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China

[2] Yanbian Univ, Fac Chem, Yanji 133002, Peoples R China

来源：

RSC ADVANCES | 2014年 / 4卷 / 57期

基金：

中国国家自然科学基金;

关键词：

ONE-POT SYNTHESIS; COMBINATION; BROMINATION; IODINATION; ACCESS; CARBON; POLY(DIIODODIACETYLENE); BROMOALKYNES; ACETYLENES; ALKENES;

D O I：

10.1039/c4ra04736b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Directly from terminal alkynes and with N-halosuccinimides (halo = Br and I) or N-cholorophthalimide as the halogen sources, DBU as the activator, 1-haloalkynes were prepared in good to excellent yields at room temperature. Bis(bromoalkyne) and bis(iodoalkyne) were also synthesized in excellent yields with the NBS(NIS)/DBU combination. The reaction features inexpensive and readily available reagents, mild conditions, simple execution, extremely short reaction time, broad halogen scope, high efficiency and is metal-free. Compared to the literature reported methods, our synthetic strategy provided a greener approach towards 1-haloalkynes.

引用

页码：30046 / 30049

页数：4

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