Pd-Catalyzed C(sp<sup>3</sup>)–H Biarylation via Transient Directing Group Strategy
Mingruo Ding, Wenkai Hua, Min Liu, Fengzhi Zhang
Abstract
Here, we describe a highly selective Pd-catalyzed C(sp3)–H biarylation of 2-methylbenzaldehydes using cyclic diaryliodonium salts as arylation reagents. The key strategy is the employment of tert-leucine as a bidentate transient directing group for the proximity-driven metalation to achieve reactivity and selectivity in C–H activation. Various functionalized biaryls bearing both aldehyde and iodine functional groups were prepared successfully, which could be further transformed into a wide range of compounds with potential applications in pharmaceutical chemistry and materials science.
Topics & Concepts
ChemistryCatalysisMetalationReagentAldehydeReactivity (psychology)DenticityCombinatorial chemistrySelectivityIodineMedicinal chemistryGroup (periodic table)StereochemistryOrganic chemistryCrystal structureAlternative medicineMedicinePathologyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques