Mykhailiuk Pavel K, Koenigs Rene M
Enamine Ltd., Chervonotkatska 78, 02094, Kyiv, Ukraine.
Chemistry Department, Taras Shevchenko National University of Kyiv, Volodymyrska 64, 01601, Kyiv, Ukraine.
Chemistry. 2019 Apr 26;25(24):6053-6063. doi: 10.1002/chem.201804953. Epub 2019 Feb 22.
Difluorodiazoethane (CF HCHN ) is a small reactive diazoalkane. Its synthesis has been pursued since the 1970s, although only in the past three years have considerable advances been made. Today, difluorodiazoethane is a versatile reagent applied in [3+2]-cycloadditions, esterification, and carbene transfer reactions. Difluorodiazoethane possesses markedly altered reactivity compared to the well-studied trifluorodiazoethane (CF CHN ). In this article, we discuss the differences between the two reagents: CF HCHN and CF CHN . We highlight applications of difluorodiazoethane in organic synthesis, discuss bench-stable analogues, and its unexplored areas.
二氟重氮乙烷（CF₂HCHN₂）是一种小型活性重氮烷烃。自20世纪70年代以来人们一直在探索其合成方法，不过直到过去三年才取得了重大进展。如今，二氟重氮乙烷是一种通用试剂，应用于[3+2]环加成反应、酯化反应和卡宾转移反应。与经过充分研究的三氟重氮乙烷（CF₃CHN₂）相比，二氟重氮乙烷的反应活性有显著变化。在本文中，我们讨论了这两种试剂（CF₂HCHN₂和CF₃CHN₂）之间的差异。我们重点介绍了二氟重氮乙烷在有机合成中的应用，讨论了可长期稳定保存的类似物以及尚未探索的领域。
