Skeletal Editing Via CH→N Atom Swapping in Fused Imidazoles: Access to Triazolo[5,1- <i>a</i> ]isoquinoline, Triazolo[1,5- <i>a</i> ]quinoline, and Triazolo-[1,5- <i>a</i> ]pyridines Frameworks
Younis Rasool, Yashika Sharma, Bhupesh Sharma, Ravi Shankar
Abstract
Herein, we report a practical and efficient carbon-to-nitrogen atom swap in 2-phenylimidazo[2,1- a ]isoquinoline and 2-phenylimidazo[1,2- a ]quinoline scaffolds, enabling their direct conversion to the corresponding 2-phenyl-[1,2,4]triazolo[5,1- a ]isoquinoline and 2-phenyl-[1,2,4]triazolo[1,5- a ]quinoline analogues. This transformation exploits the intrinsic reactivity of the parent heterocycles to undergo a cascade sequence involving oxidative cleavage, amination, and cyclization (OCAC) under mild conditions with functional group tolerance.
Topics & Concepts
ChemistrySwap (finance)CascadeAtom (system on chip)Sequence (biology)Reactivity (psychology)Combinatorial chemistryGroup (periodic table)Transformation (genetics)Oxidative phosphorylationExploitMoleculeStereochemistryFunctional groupNanotechnologyCrystallographyCatalytic C–H Functionalization MethodsChemical Synthesis and AnalysisChemical Reactions and Isotopes