Zhang Jiayu, Pérez-Temprano Mónica H
Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Avinguda Països Catalans 16, Tarragona 43007, Spain.
Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Avinguda Països Catalans 16, Tarragona 43007, Spain;, Email:
Chimia (Aarau). 2020 Nov 25;74(11):895-903. doi: 10.2533/chimia.2020.895.
The selective functionalization of C(sp³)-H bonds intramolecular amination reactions represents a very attractive strategy for the construction of saturated N-containing heterocycles (SNHets). Over the past de- cades, the chemical community has devoted its efforts towards expanding the synthetic toolbox with the aim of facilitating access to these key fragments in a controllable, reproducible and efficient manner. This review covers selected examples of the most recent advances in intramolecular C(sp³)-N bond-forming reactions by three main approaches: (1) the Hofmann-Löffler-Freytag (HLF) reaction; (2) transition-metal-catalyzed nitrene C(sp³)-H inser- tion; and (3) transition-metal-catalyzed ligand-assisted C(sp³)-N bond-forming reactions via a reductive elimination step. We will discuss reactivity, selectivity and the major mechanistic insights into these transformations.
C(sp³)-H键的选择性官能团化分子内胺化反应是构建饱和含氮杂环（SNHets）的一种极具吸引力的策略。在过去几十年里，化学界致力于扩展合成工具箱，旨在以可控、可重复且高效的方式便于获取这些关键片段。本综述涵盖了通过三种主要方法在分子内C(sp³)-N键形成反应方面的最新进展的精选实例：（1）霍夫曼-勒夫勒-弗赖塔格（HLF）反应；（2）过渡金属催化的氮烯C(sp³)-H插入反应；（3）过渡金属催化的通过还原消除步骤的配体辅助C(sp³)-N键形成反应。我们将讨论这些转化反应的反应性、选择性以及主要的机理见解。
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