155859-96-4Relevant academic research and scientific papers
Photoinduced Molecular Transformations. Part 146. Photoacylation and Photoalkylation of 2-Arylamino- and 2-Alkylamino-1,4-naphthoquinones
Kobayashi, Kazuhiro,Suzuki, Masayoshi,Takeuchi, Hiroyasu,Konishi, Atsushi,Sakurai, Hideo,Suginome, Hiroshi
, p. 1099 - 1104 (1994)
The photoacylation of 2-arylamino- or 2-alkylamino-1,4-naphthoquinones with aromatic or aliphatic aldehydes can be achieved in high yields when a solution of N-substituted 2-amino-1,4-naphthoquinones and an aldehyde in benzene is irradiated in the presence of benzophenone.Irradiation of 2-anilino-1,4-naphthoquinones and cyclic ethers, such as tetrahydrofuran or dioxane, in the presence of benzophenone led to analogous photoalkylation products, 3-alkyl-2-anilino-1,4-naphthoquinones, in high yield. 1,4-Dihydroxy-2-diphenylamino-3-propionylnaphthalene, characterized as the diacetate, could be isolated from the photoacylation of 2-diphenylamino-1,4-naphthoquinones with propanal.The photoacylation thus involves hydroquinone derivatives as intermediates.Radical processes involving the formation of acyl or alkyl radicals from aldehydes or cyclic ethers by hydrogen abstraction with excited benzophenone for these photoacylations and photoalkylations are proposed.
Facile synthesis of 2-amino-1,4-naphthoquinones catalyzed by molecular iodine under ultrasonic irradiation
Liu, Bing,Ji, Shun-Jun
, p. 1201 - 1211 (2008)
The conjugate addition reactions of amines with 1,4-naphthoquinone were catalyzed efficiently by molecular iodine under ultrasonic irradiation to afford 2-amino-1,4-naphthoquinones in moderate to excellent yields. Copyright Taylor & Francis Group, LLC.
Transition metal mediated selective C vs N arylation of 2-aminonaphthoquinone and its application toward the synthesis of benzocarbazoledione
Ashok, Polu,Ilangovan, Andivelu
supporting information, p. 438 - 441 (2018/01/03)
Selective C vs N-arylation of 2-aminonaphthoquinone was achieved using different transition metal salts and arylboronic acids. Mn(OAc)3·2H2O provided C-arylated product whereas NiCl2·6H2O and Cu(OAc)2
