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Synthesis of Multibromo-Substituted Quinolines by NBS-Mediated Cascade Electrophilic Bromination/Cyclization of N-(3-Phenylprop-2-ynyl)anilines
Synthesis ( IF 2.2 ) Pub Date : 2021-02-22 , DOI: 10.1055/a-1396-8198
Ruchun Yang , Qiang Xiao , Si Deng , Wenliang Ouyang , Jiang Bai , Xian-Rong Song

A new and convenient protocol is presented here for the synthesis of 3,6,8-tribromoquinolines via cascade cyclization of N-(3-phenylprop-2-ynyl)anilines employing N-bromosuccinimide as an electrophile. The metal-free process is carried out under mild conditions and is compatible with a variety of substituents. The Sonogashira coupling reaction regioselectively occurs at position C-6 of the obtained products.

中文翻译:

NBS介导的级联亲电溴化/环化N-(3-苯基丙-2-炔基)苯胺的合成多溴取代的喹啉

本文提出了一种新的方便的方案,用于使用N-溴代琥珀酰亚胺作为亲电试剂,通过N-(3-苯基丙-2-炔基)苯胺的级联环化反应合成3,6,8-三溴喹啉。无金属工艺在温和的条件下进行,并且与多种取代基兼容。Sonogashira偶联反应区域选择性地发生在所得产物的C-6位。
更新日期:2021-03-12
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