Synthesis of N-Heterocycles via Transition-Metal-Catalyzed Tandem Addition/Cyclization of a Nitrile,Synthesis

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Synthesis of N-Heterocycles via Transition-Metal-Catalyzed Tandem Addition/Cyclization of a Nitrile
Synthesis ( IF 2.2 ) Pub Date : 2020-01-09 , DOI: 10.1055/s-0039-1691561
Jen-Chieh Hsieh ₁ , Haw-Lih Su ₂

Affiliation

The diverse methodologies to synthesize N-heterocycles through transition-metal-catalyzed cascade addition/cyclization of a nitrile are discussed in this review. Aspects relating to three types of transition-metal-catalyzed addition of a nitrile with subsequent cyclization include (1) a transition-metal acting as a Lewis acid to accelerate the nucleophilic addition of a nitrile, (2) the late-transition-metal-catalyzed 1,2-insertion of a nitrile, and (3) an in situ generated radical by transition-metal catalysis to implement a radical addition/cyclization tandem reaction. Applications for the synthesis of natural alkaloids, their derivatives, and some bioactive compounds are also summarized herein.

中文翻译：

通过过渡金属催化串联加成/腈的环合成N-杂环

在这篇综述中讨论了通过过渡金属催化的腈的级联加成/环化反应合成N-杂环的各种方法。与三种类型的过渡金属催化的腈加成反应以及随后的环化有关的方面包括：（1）充当路易斯酸以加速腈的亲核加成的过渡金属，（2）后期过渡金属-催化腈的1,2-插入，以及（3）通过过渡金属催化原位生成的自由基，以实现自由基加成/环化串联反应。本文还总结了天然生物碱，其衍生物和一些生物活性化合物的合成应用。

更新日期：2020-01-10

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