Palladium-Catalyzed Synthesis of <i>N</i>,<i>N-</i>Dimethylanilines via Buchwald–Hartwig Amination of (Hetero)aryl Triflates
Tobias Taeufer, Jola Pospech
Abstract
This work delineates the synthesis of N,N-dimethylaniline derivatives from dimethylamines and aryl triflates. The palladium-catalyzed C–N bond formation proceeds in excellent yields, using an unsophisticated catalytic system, a mild base, and triflates as electrophiles, which are readily available from inexpensive phenols. N,N-Dimethylanilines are multifunctional reaction partners and represent useful but underutilized building blocks in organic synthesis.
Topics & Concepts
ChemistryAminationPalladiumArylCatalysisElectrophileBase (topology)PhenolsCombinatorial chemistryOrganic chemistryMedicinal chemistryOrganic synthesisMathematical analysisMathematicsAlkylCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques