Access to Cycloalkeno[<i>c</i>]-Fused Pyridines via Pd-Catalyzed C(sp<sup>2</sup>)–H Activation and Cyclization of <i>N</i>-Acetyl Hydrazones of Acylcycloalkenes with Vinyl Azides
Biao Nie, Wanqing Wu, Qingyun Ren, Zhongqing Wang, Ji Zhang, Ying‐Jun Zhang, Huanfeng Jiang
Abstract
A novel Pd(II)-catalyzed vinylic C–H activation and cyclization has been developed, reacting a series of small, medium, and large N-acetyl hydrazones of acylcycloalkenes with vinyl azides to access diverse cycloalkeno[c]-fused pyridine scaffolds. This protocol provides progress in C(sp2)–H bond activation of medium to large cycloalkenes, and the target products can be obtained in a specific regioselectivity with good functional group tolerance and a broad substrate scope.
Topics & Concepts
ChemistryCatalysisRegioselectivitySubstrate (aquarium)PyridineMedicinal chemistryFunctional groupCombinatorial chemistryStereochemistryOrganic chemistryOceanographyGeologyPolymerCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions