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. Issue 35 (15th September 2021)

• Record Type: Journal Article
• Authors: Qami, Abdelkarim El; Jismy, Badr; El Hakmaoui, Ahmed; Akssira, Mohamed; Abarbri, Mohamed
• Is Part Of: ChemistrySelect. Volume 6:Issue 35(2021)
• Page Start: 9415
• Page End: 9420
• Publication Date: 2021-09-15
• Subjects: Click chemistry -- Cross-coupling -- CuAAC -- Imidazo[1, 2-a]pyridine -- One-pot synthesis.; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.202102228
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: 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. Abstract : An efficient and a simple method for the one‐step synthesis of 2‐(1, 2, 3‐triazolyl)methyl‐3‐alkynyl imidazo[1, 2‐ a ]pyridines has been developed. 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 sequence involving azidation/[3+2]cycloaddition followed by a Sonogashira coupling reaction.