62941-41-7Relevant academic research and scientific papers
Photoreduction of aryl ketones by amides, lactams and various nitrogen-containing heterocycles
Gramain, Jean-Claude,Jeandrau, Jean-Pierre,Lemaire, Jacques,Remuson, Roland
, p. 325 - 331 (2007/10/02)
Benzophenone is photoreduced by amides and lactams.The hydrogen atom α to the nitrogen atom is abstracted regioselectively; coupling of the two resulting radicals leads to adducts with a 1-phenylethanolamide structure.The use of this general reaction in synthetic reactions is demonstrated: adducts of benzophenone with amides, lactams, 2,4-imidazolinediones, tetrahydro-2H-1,3-oxazin-2-one and 2-oxazolidinone, and of dibenzosuberone, 9H-xanthenone, 9H-thioxanthenone and α-tetralone with 1-methyl-2-pyrrolidinone, N,N-dimethylacetamide and N,N-diethylacetamide are described.Kinetic parameters for dibenzosuberone and 9H-thioxanthenone are given.Knowledge of the rate constants of photoreduction (kr) and autodeactivation (kTa) allows optimization of the experimental procedure to provide adducts in good yields.
