C(sp<sup>3</sup>)–C(sp<sup>3</sup>) Coupling of Cycloalkanes and Alkyl Halides via Dual Photocatalytic Hydrogen Atom Transfer and Nickel Catalysis
Ramadevi Pilli, Keerthika Selvam, Bala S. S. Balamurugan, Vidya Jose, Ramesh Rasappan
Abstract
)-H bonds represents the most straightforward and atom-economical transformation in organic synthesis. An innovative approach integrating photocatalytic hydrogen atom transfer (HAT) and transition metal catalysis has made significant progress in the coupling of α-heterosubstituted C-H bonds with alkyl halides. However, unactivated alkanes were ineffective as a result of the preponderance of byproduct formation. Herein, we demonstrate direct HAT and nickel catalysis in the coupling of cycloalkanes and benzyl bromides/primary alkyl iodides. Additionally, tetrabutylammonium decatungstate (TBADT) was recovered and recycled.
Topics & Concepts
ChemistryHalideAlkylCatalysisNickelHydrogen atomPhotocatalysisPhotochemistryTransition metalMedicinal chemistryOrganic chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques