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Metal-Free Functionalization of Azine N -Oxides with Electrophilic Reagents
Chemistry of Heterocyclic Compounds ( IF 1.4 ) Pub Date : 2020-08-20 , DOI: 10.1007/s10593-020-02737-x
Sergey V. Baykov , Vadim P. Boyarskiy

The review is devoted to the reactions of azine N-oxides with electrophilic reagents, which make it possible to functionalize the azine fragment with the formation of a new C–X bond (X = C, N, O, Hal, S, P) without the participation of transition metal complexes. The use of azine N-oxides as starting compounds is often associated with the employment of electrophilic reagents or media. The reaction of electrophiles with azine N-oxides allows one to purposefully and selectively introduce substituents at positions 2, 3, or 4 of the azine fragment (relative to the nitrogen atom), depending on the choice of the reagent or the reaction conditions. The review considers the reactions of intramolecular nucleophilic substitution with preliminary generation of azine N-oxide adducts with electrophilic reagents, SEAr reactions, and photocatalytic reactions. Original research published over the past 5 years is covered.


中文翻译:

亲电子试剂对叠氮N-氧化物进行无金属官能化

这篇综述专门讨论了氧化物嗪与亲电试剂的反应,这使得官能化嗪片段并形成新的C–X键成为可能(X = C,N,O,Hal,S,P)没有过渡金属配合物的参与。氮杂嗪N作为起始化合物的使用通常与使用亲电子试剂或介质有关。根据试剂的选择或反应条件,亲电试剂与嗪N-氧化物的反应使得人们可以有目的地和选择性地将取代基引入嗪片段的2、3或4位(相对于氮原子)。该综述考虑了分子内亲核取代与初步生成嗪的反应Ñ氧化物加成物与亲电试剂,小号ë氩反应和光催化反应。涵盖了过去5年发表的原始研究。
更新日期:2020-08-20
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