Pd-Catalyzed Heteroannulation Using <i>N</i>-Arylureas as a Sterically Undemanding Ligand Platform
Jakub Vaith, Dasha Rodina, Gregory C. Spaulding, Shauna M. Paradine
Abstract
-bromoanilines and 1,3-dienes, engaging diverse coupling partners for the preparation of 2-subsituted indolines, including sterically demanding substrates that have not previously been tolerated. Experimental and computational studies on model Pd-urea and Pd-ureate complexes are consistent with monodentate binding through the nonsubstituted nitrogen, which is uncommon for metal-ureate complexes.
Topics & Concepts
ChemistrySteric effectsCatalysisLigand (biochemistry)DenticityPhosphineCombinatorial chemistryStereochemistryMetalOrganic chemistryBiochemistryReceptorCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsAsymmetric Hydrogenation and Catalysis