Photoinduced Pd-Catalyzed C<sub>sp2</sub>–H/C<sub>sp3</sub>–H Dehydrocoupling Reaction Employing Polyhaloaromatics as the Dehydrogenating Agent
Lin Chen, Kai Jiang, Guohui Zeng, Biaolin Yin
Abstract
A mild strategy for intermolecular cross-dehydrocoupling of Csp2–H bonds and Csp3–H bonds has been developed with the aid of photoinduced Pd catalysis. Polyhalogenated arenes can be used as the efficient dehydrogenating agent, which enables multifold transfer of carbon radical to avoid the production of stoichiometric or excess wasted arenes. In this strategy, substituted styrenes and N-arylacrylamides with simple ethers or amides as the coupling partners gives the corresponding internal alkenes and benzolactams with moderate to good yield.
Topics & Concepts
ChemistryCatalysisIntermolecular forceStoichiometryYield (engineering)PhotochemistryCoupling reactionCombinatorial chemistryOrganic chemistryMoleculeMetallurgyMaterials scienceCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions