Direct Chan–Lam Amination and Etherification of Aryl BMIDA Reagents
John M. Halford‐McGuff, Eva M. Israel, Matthew J. West, Julien C. Vantourout, Allan J. B. Watson
Abstract
Abstract We report a method for the direct Chan–Lam coupling of arylboronic acid N ‐methyliminodiacetic acid esters (ArBMIDA) with amine and alcohol nucleophiles. A wide range of C−N and C−O cross‐coupled products are obtained in 34–99 % yield (34 examples). This method serves to expand the scope of organoboron components that can be used directly in this oxidative coupling reaction and provides opportunities for streamlining synthesis.
Topics & Concepts
ChemistryAminationNucleophileYield (engineering)ArylAmine gas treatingReagentOrganic chemistryCombinatorial chemistryAlcoholCatalysisMetallurgyMaterials scienceAlkylCatalytic Cross-Coupling ReactionsChemical synthesis and alkaloidsSulfur-Based Synthesis Techniques