title: Palladium-Catalyzed N-Arylation of Iminodibenzyls and Iminostilbenes with Aryl- and Heteroaryl Halides.
abstract: Compounds containing the iminodibenzyl and iminostilbene ring systems are prevalent in medicinal targets and functional materials. Herein, we report palladium-catalyzed conditions for the N-arylation of these ring systems. This protocol could be applied to a variety of (hetero)aryl chloride and bromide substrates, including ones, which are sterically hindered or those containing a variety of functional groups. Use of the fourth-generation palladacycle precatalyst gave good to excellent yields by using low palladium-catalyst loadings (0.1 to 1 mol %).
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA, 02139, USA), Fax: (+1) 617 253-3297.
authors.forename: Wenliang
authors.initials: W
authors.lastname: Huang
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA, 02139, USA), Fax: (+1) 617 253-3297. sbuchwal@mit.edu.
authors.forename: Stephen L
authors.initials: SL
authors.lastname: Buchwald
keywords: amination; imino compounds; organic light emitting diodes (OLEDs); palladium; synthetic methods