Mechanistic aspects of copper-catalyzed allylic amination

INOR 436

Radhey S. Srivastava, rss1805@louisiana.edu1, Nathan R. Tarver, nrt1280@louisiana.edu1, and Kenneth M. Nicholas, KNicholas@ou.edu2. (1) Department of Chemistry, University of Louisiana at Lafayette, Lafayette, LA 70504, (2) Department of Chemistry and Biochemistry, University of Oklahoma, 620 Prrington Oval, Norman, OK 73019
We recently reported that a nitrosoarene-Cu(I) complex is a reactive intermediate in the copper-catalyzed allylic amination of olefins by phenyl hydroxylamine. Insight into the mechanism of this novel process has now been obtained from a study of stoichiometric model reactions and kinetics. Results of these experiments will be presented in the context of possible mechanistic pathways.