EaStCHEM, School of Chemistry , University of St Andrews , North Haugh , St Andrews , Fife KY16 9ST , U.K.
Department of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.
Chem Rev. 2019 Dec 26;119(24):12491-12523. doi: 10.1021/acs.chemrev.9b00491. Epub 2019 Nov 22.
Transition metal-mediated formation of C-N bonds is an essential synthetic methodology. The discovery of the Chan-Lam amination provided a C-N bond forming process that was mild, convenient, and inexpensive, offering an alternative to complementary methods using other transition metals (TMs). Over the past 20 years, this reaction has seen considerable development in its scope of application, uptake into industry, and understanding of its mechanism. This review provides an account of the development of the Chan-Lam amination, highlighting progress and notable examples of application since 2011. Focus is given to evolution in mechanistic understanding and selected applications of the methodology within medicinal and process chemistry.
过渡金属介导的 C-N 键形成是一种重要的合成方法。Chan-Lam 胺化反应的发现提供了一种温和、方便、廉价的 C-N 键形成过程，为使用其他过渡金属 (TMs) 的互补方法提供了替代方案。在过去的 20 年中，该反应在其应用范围、工业应用和对其机制的理解方面都取得了相当大的发展。本文综述了 Chan-Lam 胺化反应的发展历程，重点介绍了自 2011 年以来该反应的应用进展和显著实例。本文还关注了该方法在药物和过程化学中的机械理解和选定应用的演变。
