333442-47-0Relevant academic research and scientific papers
Cross-Coupling of Primary Amides to Aryl and Heteroaryl Partners Using (DiMeIHeptCl)Pd Promoted by Trialkylboranes or B(C6F5)3
Sharif, Sepideh,Day, Jonathan,Hunter, Howard N.,Lu, Yu,Mitchell, David,Rodriguez, Michael J.,Organ, Michael G.
, p. 18436 - 18439 (2017)
Boron-derived Lewis acids have been shown to effectively promote the coupling of amide nucleophiles to a wide variety of oxidative addition partners using Pd-NHC catalysts. Through a combination of NMR spectroscopy and control studies with and without oxygen and radical scavengers, we propose that boron-imidates form under the basic reaction conditions that aid coordination of nitrogen to Pd(II), which is rate limiting, and directly delivers the intermediate for reductive elimination.
