Ac2O/K2CO3/DMSO: an efficient and practical reagent system for the Cross Mark synthesis of nitriles from aldoximes

被引：28

作者：

Song, Yaoping ^{[1
]}

Shen, Dongguo ^{[1
]}

Zhang, Qinghua ^{[2
]}

Chen, Bo ^{[2
]}

Xu, Guangyu ^{[1
]}

机构：

[1] Hunan Normal Univ, Coll Chem & Chem Engn, Minist Educ, Key Lab Chem Biol & Tradit Chinese Med Res, Changsha 410081, Hunan, Peoples R China

[2] Hunan Fangsheng Pharmaceut Ltd, Res & Dev, Changsha 410205, Hunan, Peoples R China

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 03期

关键词：

Dehydration; Aldoximes; Nitriles; Acetic anhydride; Synthesis; Nilvadipine; PRIMARY AMIDES; BECKMANN REARRANGEMENT; HIGHLY EFFICIENT; CATALYZED DEHYDRATION; CONVENIENT CONVERSION; PYRROLE CHEMISTRY; MEDIATED FACILE; OXIMES; TRIPHENYLPHOSPHINE; TRANSFORMATION;

D O I：

10.1016/j.tetlet.2013.11.079

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The transformation of aldoximes to nitriles using acetic anhydride as dehydration agent under mild reaction conditions is reported. The reaction, which proceeds under weak alkaline condition, allows for the conversion of a range of aldoximes including aromatic aldoximes, alphatic aldoximes, and heterocyclic aldoximes in good to excellent yields. This method has also been successfully applied to the synthesis of calcium channel blocker nilvadipine in pilot scale. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：639 / 641

页数：3

共 54 条

[1] PYRROLE CHEMISTRY .2. 2-PYRROLECARBONITRILE, 1-METHYL-2-PYRROLECARBONITRILE, AND THEIR NITRATION PRODUCTS [J].