N-Acyloxyphthalimides as nitrogen radical precursors in the visible light photocatalyzed room temperature C-H amination of arenes and heteroarenes.
This paper reports a room temperature visible light photocatalyzed method for the C-H amination of arenes and heteroarenes. A key enabling advance in this work is the design of N-acyloxyphthalimides as precursors to nitrogen-based radical intermediates for these transformations. A broad substrate scope is presented, including the selective meta-amination of pyridine derivatives. A radical aromatic substitution mechanism is proposed.
Department of Chemistry, University of Michigan , 930 N. University Ave., Ann Arbor, Michigan 48109, United States.
Laura J
LJ
Allen
Pablo J
PJ
Cabrera
Melissa
M
Lee
Melanie S
MS
Sanford
D000586:Amination; D006838:Hydrocarbons / Q000737:chemistry*; D008027:Light; D009584:Nitrogen / Q000737:chemistry*; D010797:Phthalimides / Q000737:chemistry*; D013696:Temperature
D006838:Hydrocarbons; D010797:Phthalimides; D009584:Nitrogen