Ru(II)-Catalyzed C–H Functionalization of 2-Arylbenzimidazoles with Iodonium Ylides: A Straightforward Access to Bridgehead Polycyclic N-Heterocycles
Saiprasad Nunewar, Sanjeev Kumar, Akhilesh Waman Meshram, Vinaykumar Kanchupalli
Abstract
Herein, we disclose an efficient ruthenium-catalyzed C-H functionalization of 2-arylbenzimidazoles/2-arylimidazoles with iodonium ylides leading to substituted tetracyclic and pentacyclic bridgehead N-heterocycles, wherein iodonium ylide acts as a carbene precursor. For the first time, iodonium ylide proceeds through a Ru-carbenoid intermediate. Further, the synthetic utility of this protocol was successfully shown for gram-scale synthesis and useful synthetic transformations.
Topics & Concepts
CatalysisSurface modificationChemistryMedicinal chemistryCombinatorial chemistryOrganic chemistryPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions