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在连续流中生成重氮化合物。

The Generation of Diazo Compounds in Continuous-Flow.

机构信息

Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.

出版信息

Chemistry. 2018 Jul 25;24(42):10571-10583. doi: 10.1002/chem.201800136. Epub 2018 Jun 5.

Abstract

Toxic, cancerogenic and explosive-these attributes are typically associated with diazo compounds. Nonetheless, diazo compounds are nowadays a highly demanded class of reagents for organic synthesis, yet the concerns with regards to safe and scalable transformations of these compounds are still exceptionally high. Lately, the research area of the continuous-flow synthesis of diazo compounds attracted significant interest and a whole variety of protocols for their "on-demand" preparation have been realized to date. This concept article focuses on the recent developments using continuous-flow technologies to access diazo compounds; thus minimizing risks and hazards when working with this particular class of compounds. In this article we discuss these concepts and highlight different pre-requisites to access and to perform downstream functionalization reaction.

摘要

有毒、致癌、易爆——这些属性通常与重氮化合物有关。尽管如此,重氮化合物现在仍是有机合成中非常需要的一类试剂,但对于这些化合物的安全和可扩展转化的担忧仍然非常高。最近,重氮化合物连续流合成的研究领域引起了极大的兴趣,迄今为止已经实现了多种用于其“按需”制备的方案。本文重点介绍了使用连续流技术获得重氮化合物的最新进展;从而最大限度地降低了处理此类化合物时的风险和危害。本文讨论了这些概念,并强调了获得和进行下游功能化反应的不同前提条件。

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