A carbon dioxide-promoted three-component Strecker reaction

被引：12

作者：

Fauziev, Ruslan, V ^{[1
]}

Ivanov, Roman E. ^{[1
]}

Kuchurov, Ilya, V ^{[1
]}

Zlotin, Sergei G. ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, IN Nazarov Lab Fine Organ Synth, 47 Leninsky Prospect, Moscow 119991, Russia

来源：

GREEN CHEMISTRY | 2021年 / 23卷 / 24期

关键词：

TRIMETHYLSILYL CYANIDE; ALPHA-AMINONITRILES; HYDROGEN-CYANIDE; EFFICIENT; CATALYST;

D O I：

10.1039/d1gc03161a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A three-component Strecker reaction of aldehydes, amines and KCN has been performed for the first time in supercritical carbon dioxide. In the proposed procedure, non-toxic and non-flammable carbon dioxide acts not only as an environmentally benign reaction medium but also as a reaction promoter via in situ formation of carbonic acid which provides a gradual release of the true cyanating agent (HCN) from available KCN. The reaction conditions (pressure, temperature, and concentrations of reagents) were optimized, and various aromatic and aliphatic amines and aldehydes were transformed into valuable alpha-amino nitriles including prospective pharmacological substances. The equimolar amount of used cyanogen reagent, carrying out the process in a sealed autoclave in a 'green' solvent medium under mild conditions (90 bar, 35 degrees C) along with the high yields of products and the scalability of the developed procedure make it suitable for sustainable industrial applications.

引用

页码：10137 / 10144

页数：8

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[1] Clinical results of treating type 2 diabetic patients with sitagliptin, vildagliptin or saxagliptin - diabetes control and potential adverse events [J].