Mechanochemical Strecker Reaction: Access to -Aminonitriles and Tetrahydroisoquinolines under Ball-Milling Conditions

被引：64

作者：

Hernandez, Jose G. ^{[1
]}

Turberg, Mathias ^{[1
]}

Schiffers, Ingo ^{[1
]}

Bolm, Carsten ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 41期

关键词：

ball milling; mechanochemistry; silica; Strecker reaction; tetrahydroisoquinolines; SOLVENT-FREE CONDITIONS; ALPHA-AMINO-ACIDS; ASYMMETRIC-SYNTHESIS; ORGANIC-SYNTHESIS; PEPTIDES; LIPASE;

D O I：

10.1002/chem.201603057

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mechanochemical version of the Strecker reaction for the synthesis of -aminonitriles was developed. The milling of aldehydes, amines, and potassium cyanide in the presence of SiO2 gave the corresponding -aminonitriles in good to high yields. The high efficiency of the mechanochemical Strecker-type multicomponent reaction allowed the one-pot synthesis of tetrahydroisoquinolines after a subsequent internal N-alkylation reaction.

引用

页码：14513 / 14517

页数：5

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