摘要/Abstract

近年来，微波辅助有机合成（Microwave-assisted organic synthesis，MAOS）作为新兴的绿色有机合成方法受到研究者的广泛关注.与传统加热方法相比，其反应时间更短，产物收率更高并具有良好的反应选择性.许多人名反应中，譬如Diels-Alder反应、Witting反应、Heck反应和Mannich反应，均可利用该技术实现反应的快速进行.另外，α-重氮酯类化合物作为有机合成中一类重要的活性中间体，可以应用于Wolff重排反应以及C-H，N-H，Si-H等一系列插入反应.虽然关于α-重氮酯的研究在20年前已经成为一个成熟的学科，但在一些领域仍激发着研究者浓厚的研究兴趣.基于此，借助微波技术实现了短时间内α-重氮酯类化合物的克级制备，分离收率最高可达90%，且具有良好的官能团兼容性.该方法操作简便，反应条件温和，原子利用效率高，符合绿色化学的要求，为α-重氮酯类化合物的合成及进一步衍生化研究提供极大的便利.
关键词: 微波辅助, α-重氮酯, 绿色化学
Shorter reaction times, higher product yields and enhanced selectivity are some of the outstanding advantages over conventional methods that the microwave-assisted organic synthesis possesses, which makes this methods develop into a significant mainstream both in industrial usages and academic researches. Microwave-assisted organic synthesis as a new protocol for green chemistry showcases the application of microwave heating in a number of areas of preparative chemistry as well as in the biosciences. Many name reactions can be performed by microwave-assisted, including the Diels-Alder reaction, the Witting reaction, the Heck reaction and the Mannich reaction. Meanwhile, α-diazoester was already a mature science 20 years ago, some areas that continue to attract the most attention are preparation of diazoester substrates, such as the Wolff rearrangement, C-H insertion, N-H insertion, Si-H insertion and so on. Therefore, it is necessary to develop a green and efficient method for the preparation of α-diazoester. Herein a new method of microwave-assisted synthesis of α-diazoesters compounds from 2-phenylacetates and tosyl azide in 30 min is described. The protocol provides a quick, efficient and green approach to various α-diazoesters compounds with up to 90% isolated yields and a broad range of functional groups.
Key words: microwave-assisted, α-diazoester, green chemistry


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