Cu/Pd-Catalyzed One-Pot Synthesis of 2-(1,2,3-Triazolyl)methyl-3-alkynylImidazo[1,2-a]pyridines Involving Sequential SN Reaction/[3+2] Cycloaddition/Sonogashira Coupling Reactions,ChemistrySelect

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Cu/Pd-Catalyzed One-Pot Synthesis of 2-(1,2,3-Triazolyl)methyl-3-alkynylImidazo[1,2-a]pyridines Involving Sequential SN Reaction/[3+2] Cycloaddition/Sonogashira Coupling Reactions
ChemistrySelect ( IF 1.9 ) Pub Date : 2021-09-15 , DOI: 10.1002/slct.202102228
Abdelkarim El Qami _{1,

2} , Badr Jismy ₁ , Ahmed El Hakmaoui ₂ , Mohamed Akssira ₂ , Mohamed Abarbri ₁

Affiliation

An efficient one-pot regioselective synthesis of 2-(1,2,3-triazolyl)methyl-3-alkynyl imidazo[1,2-a]pyridines is reported under simple and mild reaction conditions. The new imidazo[1,2-a]pyridines embedded with 4-substituted-[1,2,3]-triazole were obtained in good to excellent yields from 2-(chloromethyl)-3-iodo imidazo[1,2-a]pyridines via a one-pot sequence involving an SN reaction with azide, followed by copper-catalyzed [3+2]cycloaddition and a Sonogashira coupling reaction.

中文翻译：

Cu/Pd 催化一锅法合成 2-(1,2,3-Triazolyl)methyl-3-alkynylImidazo[1,2-a]pyridines 涉及序列 SN 反应/[3+2] 环加成/Sonogashira 偶联反应

据报道，在简单温和的反应条件下，一种有效的一锅区域选择性合成 2-(1,2,3-三唑基) 甲基-3-炔基咪唑并[1,2- a ] 吡啶。从2-(氯甲基)-3-碘咪唑[1,2- a ]中获得了嵌入4-取代-[1,2,3]-三唑的新型咪唑并[1,2- a ]吡啶]吡啶通过一锅序列，包括与叠氮化物的 SN 反应，然后是铜催化的 [3+2] 环加成和 Sonogashira 偶联反应。

更新日期：2021-09-15

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