20548-18-9Relevant academic research and scientific papers
Tandem Synthesis of 10-Dimethylaminobenzo[h]quinazolines from 2-Ketimino-1,8-bis(dimethylamino)naphthalenes via Nucleophilic Replacement of the Unactivated Aromatic NMe2 Group
Mikshiev, Vladimir Y.,Antonov, Alexander S.,Pozharskii, Alexander F.
supporting information, p. 2872 - 2875 (2016/07/06)
It has been found that 2-bromo-1,8-bis(dimethylamino)naphthalene on sequential treatment with n-BuLi and 2 equiv of the same or different aryl(hetaryl) cyanide as a result of [2 + 2 + 2] nucleophilic cascade annulation produces 10-dimethylaminobenzo[h]quinazolines, as yet unknown NMe2/-N= analogues of the proton sponge. It is even more convenient to use preliminarily prepared 2-ketimino-1,8-bis(dimethylamino)naphthalenes as starting material. The substitution of both peri-NMe2 groups furnishing quinazolino[7,8-h]quinazoline derivatives is also possible. The process is remarkable by surprisingly mild nucleophilic displacement of an unactivated aromatic NMe2 group.
Synthesis and Crystal Structures of Stable 4-Aryl-2-(trichloromethyl)-1,3-diaza-1,3-butadienes
Seballos-Resendiz, Arturo,Lechuga-Eduardo, Harim,Barroso-Flores, Joaquín,Martinez-Otero, Diego,Romero-Ortega, Moises
, p. 2205 - 2212 (2016/07/15)
A simple and convenient method to generate 4-aryl-substituted 1H-2-(trichloromethyl)-1,3-diaza-1,3-butadienes from aryl(chloro)methaniminium salts (best known as Vilsmeier-Haack reagents) and trichloroacetamidine has been developed. These 4-aryl-1H-1,3-di
