Synthesis of Nitriles from Aldoximes and Primary Amides Using XtalFluor-E

被引：29

作者：

Keita, Massaba ^{[1
]}

Vandamme, Mathilde ^{[1
]}

Paquin, Jean-Francois ^{[1
]}

机构：

[1] Univ Laval, Dept Chim, Canada Res Chair Organ & Med Chem, CCVC,PROTEO, Quebec City, PQ G1V 0A6, Canada

来源：

SYNTHESIS-STUTTGART | 2015年 / 47卷 / 23期

基金：

加拿大自然科学与工程研究理事会; 加拿大创新基金会;

关键词：

nitriles; aldoximes; amides dehydration; XtalFluor-E; ONE-POT SYNTHESIS; EFFICIENT HETEROGENEOUS CATALYST; ENANTIOSELECTIVE SYNTHESIS; ALPHA-AMINONITRILES; PROMOTED SYNTHESIS; CONVENIENT ACCESS; HIGHLY EFFICIENT; PRACTICAL METHOD; PRIMARY AMINES; DEHYDRATION;

D O I：

10.1055/s-0034-1378881

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The dehydration reaction of aldoximes and amides for the synthesis of nitriles using [Et2NSF2]BF4 (XtalFluor-E) is described. Overall, the reaction proceeds rapidly (normally <1 h) at room temperature in an environmentally benign solvent (EtOAc) with only a slight excess of the dehydrating agent (1.1 equiv). A broad scope of nitriles can be prepared, including chiral nonracemic ones. In addition, in a number of cases, further purification of the nitrile after the workup was not required.

引用

页码：3758 / 3766

页数：9

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