32119-57-6Relevant academic research and scientific papers
Metal-Free α-C(sp3)-H Aroylation of Amines via a Photoredox Catalytic Radical-Radical Cross-Coupling Process
Xu, Guo-Qiang,Xiao, Teng-Fei,Feng, Guo-Xuan,Liu, Chen,Zhang, Baoxin,Xu, Peng-Fei
, p. 2846 - 2852 (2021)
Here we describe an unprecedented metal-free C(sp3)-H aroylation of amines via visible-light photoredox catalysis, which provides a straightforward route for the construction of a useful α-amino aryl ketone skeleton. Additionally, a number of selected products exhibit good biological activity for protecting PC12 cell damage, which shows that this skeleton has the potential to become a new neuroprotective agent. Finally, a series of mechanism experiments indicate that this transformation undergoes a photoredox catalytic radical-radical cross-coupling pathway.
Light-induced Reactions of 2-(N-Alkyl-N-arylamino)acetophenones and Related Amino-ketones: Formation of 1,3-Diarylazetidin-3-ols
Allworth, Keith L.,EI-Hamamy, Ahmad A.,Hesabi, Massoud M.,Hill, John
, p. 1671 - 1678 (2007/10/02)
On irradiation in ether, 2-(N-methylanilino)acetophenones, Ar1NMe-CH2COAr2 (Ar1,Ar2=Ph,Ph; Ph,p-MeO-C6H4; Ph,p-Ph-C6H4; p-Cl-C6H4,Ph; p-MeO-C6H4,Ph; and p-Me-C6H4,Ph), underwent type II cyclisation to isomeric 1,3-diarylazetidin-3-ols.A minor photoproduct was one of the two expected type II fission products, the corresponding acetophenone Ar2COMe.The second type II fission product, imine Ar1N=CH2, was not detected, but in three cases a 1,3-diarylimidazolidine, probably derived from this imine, was isolated.Similar results were obtained on irradiation of the related amino-ketones, 2-(N-methylanilino)-2'-acetonaphthone and 2-(N-methylanilino)-1-tetralone.Direct fission of the C-2-N bond occured on irradiation of 2-(N-methylanilino)indan-1-one and 2,2-dimethyl-2-(N-methylanilino)acetophenone. 2-(N-Alkylanilino)acetophenones, PhNR-CH2COPh (R=Et, Me2CH, and PHCH2), yielded complex mixtures on irradiation.
