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Facile synthesis of pyrrolo[2,1- a ]isoquinolines by domino reaction of 1-aroyl-3,4-dihydroisoquinolines with conjugated ketones, nitroalkenes and nitriles
Molecular Diversity ( IF 3.9 ) Pub Date : 2020-10-10 , DOI: 10.1007/s11030-020-10146-7
Grigorii S Astakhov 1, 2 , Rinat R Shigaev 1 , Tatiana N Borisova 1 , Anastasia A Ershova 1 , Alexander A Titov 1 , Alexey V Varlamov 1 , Leonid G Voskressensky 1 , Maria D Matveeva 1
Affiliation  

Abstract

A convenient protocol for the synthesis of 5,6-dihydropyrrolo[2,1-a]isoquinolines with various electron-withdrawing substituents at C-2 atom is described. This approach is based on the two-component domino reaction of 1-aroyl-3,4-dihydroisoquinolines with α,β-unsaturated ketones, nitroalkenes and acrylonitrile. Depending on the selected substrates, the reaction was performed in TFE under reflux or under microwave irradiation. Only for the two examples, a transition metal catalyst was used.

Graphic abstract



中文翻译:


通过 1-芳酰基-3,4-二氢异喹啉与共轭酮、硝基烯烃和腈的多米诺反应轻松合成吡咯并[2,1-a]异喹啉


 抽象的


描述了在 C-2 原子上具有各种吸电子取代基的 5,6-二氢吡咯并[2,1- a ]异喹啉合成的简便方案。该方法基于 1-芳酰基-3,4-二氢异喹啉与α,β-不饱和酮、硝基烯烃和丙烯腈的双组分多米诺反应。根据所选底物,反应在 TFE 中回流或微波照射下进行。仅对于这两个实施例,使用了过渡金属催化剂。

 图文摘要

更新日期:2020-10-11
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