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Palladium‐Catalyzed C‐H Olefination of Imidazo[1,2a] pyridine Carboxamide in Aqueous Ethanol under Oxygen

Sachin Balaso Mohite, Yafia Kousin Mirza, Vishal Kumar, Sangh Partap, Baji Baba Shaik, John Alake, Milan Bera, Rajshekhar Karpoormath

2024Chemistry - A European Journal10 citationsDOI

Abstract

Abstract The advancement of sustainable chemistry and changes in the economy are strongly intertwined. Reaction time, cost savings, moderate temperatures, and generation of the fewest byproducts are frequently achieved by using catalytic processes. Herein, we report the C−H olefination of imidazo[1,2a] pyridine carboxamides with various acrylates in the presence of Pd (OAc) 2 with O 2 as the oxidant in aqueous ethanol rather than using non‐ecofriendly solvents. The C−H activation features most user‐friendly reaction conditions, excellent yield as well as plenty substrate scope and applicable for C−H deuteriation of the corresponding heteroarenes with D 2 O. Experimental mechanistic studies indicate that C−H activation step succeeded after formation of tetra coordinated square planer Pd‐substrate adduct.

Topics & Concepts

CatalysisChemistryPyridineAdductPalladiumYield (engineering)Aqueous solutionSubstrate (aquarium)EthanolCarboxamideMedicinal chemistryOxygenOrganic chemistryCombinatorial chemistryMaterials scienceOceanographyGeologyMetallurgyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis
Palladium‐Catalyzed C‐H Olefination of Imidazo[1,2a] pyridine Carboxamide in Aqueous Ethanol under Oxygen | Litcius