88920-05-2Relevant academic research and scientific papers
Photoreactions of α-Amino Ketones Derived from Heterocyclic Secondary Amines
Hill, John,Zakaria, Marwan M.,Mumford, David
, p. 2455 - 2458 (2007/10/02)
The photochemical behaviour of N-phenacyl nitrogen heterocycles varies with the size of the heterocyclic ring.U.v. irradiation of 1-phenacylindoline and 2,3,3-trimethyl-1-phenacylindoline resulted in type-II fission to give acetophenone and indole or 2,3,3-trimethyl-3H-indole, respectively.Indole was also produced, along with 2,3-diphenylbutane-2,3-diol, when indoline was irradiated with acetophenone.Both 1-phenacyl- and 1-(2-oxocyclohexyl)-1,2,3,4-tetrahydroquinoline underwent type-II cyclisation to azetidinol derivatives; fission was a minor process.In contrast, on irradiation of 5,6-dihydro-5- phenacylphenanthridine, type-II fission occurred to give acetophenone and phenanthridine.Irradiation of 2,3,4,5-tetrahydro-1-phenacyl-1H-benzazepine resulted in direct homolysis of the N-CH2CO bond to yield 2,3,4,5-tetrahydro-1H-benzazepine as the major product.
