75681-32-2Relevant academic research and scientific papers
Construction of indole skeletons by sequential actions of sunlight and rhodium on α-aminoacetophenones
Ishida, Naoki,Necas, David,Shimamoto, Yasuhiro,Murakami, Masahiro
supporting information, p. 1076 - 1078 (2013/09/24)
Indole skeletons were constructed from 2-(N-aryl-N-methylamino) acetophenones by the sequential actions of sunlight and a rhodium catalyst. This method presents an example of the direct use of sunlight in organic synthesis.
Reductive amination of tertiary anilines and aldehydes
Lv, Yunhe,Zheng, Yiying,Li, Yan,Xiong, Tao,Zhang, Jingping,Liu, Qun,Zhang, Qian
supporting information, p. 8866 - 8868 (2013/09/24)
An unprecedented oxidant-mediated reductive amination of tertiary anilines and aldehydes without external reducing agents was developed via the nucleophilic attack of the oxygen atom of the carbonyl group to in situ generated iminium ions, in which tertiary anilines were used as both nitrogen source and reducing agent for the first time. The Royal Society of Chemistry 2013.
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.
