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吡啶基辅助的重氮化合物与 2-氨基吡啶、醛和重氮化合物的 3-CC 反应中的亚胺加成。

Pyridine group assisted addition of diazo-compounds to imines in the 3-CC reaction of 2-aminopyridines, aldehydes, and diazo-compounds.

机构信息

Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, United States.

出版信息

Org Lett. 2013 Feb 15;15(4):956-9. doi: 10.1021/ol400148r. Epub 2013 Feb 1.

Abstract

A novel three-component coupling (3-CC) reaction of 2-aminoazines, aromatic aldehydes, and diazo-compounds producing polyfunctional β-amino-α-diazo-compounds has been developed. The reaction features an unprecedented heterocycle-assisted addition of a diazo-compound to an imine. The obtained diazoesters were efficiently converted into valuable heterocycles as well as β-amino acid derivatives.

摘要

开发了一种新型的三组分偶联(3-CC)反应,可用于 2-氨基嗪、芳香醛和重氮化合物,生成多功能β-氨基-α-重氮化合物。该反应具有前所未有的杂环辅助加成到亚胺的重氮化合物。得到的重氮酯可以有效地转化为有价值的杂环以及β-氨基酸衍生物。

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