二氧化硒介导芳基乙二醛与仲胺合成α-酮酰胺
Selenium dioxide-mediated synthesis of α-ketoamides from arylglyoxals and secondary amines.
作者信息
Shaw Arthur Y, Denning Christine R, Hulme Christopher
机构信息
Department of Pharmacology and Toxicology, College of Pharmacy, BIO5 Oro Valley, The University of Arizona, 1580 E. Hanley Blvd., Oro Valley, AZ 85737, USA.
出版信息
Tetrahedron Lett. 2012 Aug 8;53(32):4151-4153. doi: 10.1016/j.tetlet.2012.05.136. Epub 2012 Jun 6.
Abstract
A facile and expeditious synthetic approach to α-ketoamides 3 is described. A series of α-ketoamides 3 was synthesized via reaction of selenium dioxide-mediated oxidative amidation between arylglyoxals 1 and secondary amines 2, and accelerated with microwave irradiation. Our findings indicate that constrained amines, such as piperazine and piperidine exhibit higher conversions for this transformation. This reaction was explored by synthesizing a series of α-ketoamides 3 from various arylglyoxals with cyclic and acyclic secondary amines.
摘要
本文描述了一种简便快捷的合成α-酮酰胺3的方法。通过二氧化硒介导的芳基乙二醛1与仲胺2之间的氧化酰胺化反应，在微波辐射的加速作用下，合成了一系列α-酮酰胺3。我们的研究结果表明，诸如哌嗪和哌啶等受限胺在该转化反应中表现出更高的转化率。通过用环状和非环状仲胺从各种芳基乙二醛合成一系列α-酮酰胺3，对该反应进行了探索。
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