91099-23-9Relevant academic research and scientific papers
A highly effective one-pot synthesis of quinolines from 2-alkynylnitrobenzenes
Okuma, Kentaro,Ozaki, Saori,Seto, Jun-Ichi,Nagahora, Noriyoshi,Shioji, Kosei
experimental part, p. 935 - 942 (2010/09/18)
A highly effective one-pot synthesis of poly-substituted quinolines from 2-alkynylnitrobenzenes using inexpensive reagents has been developed. Reaction of 2-alkynylnitrobenzenes with Sn/HCl in EtOH resulted in the formation of 2-aminophenyl ketones and subsequently condensed in situ with ketones to form tri-substituted quinolines in 80-97% yields.
Central Nervous System Active Compounds. XIV On the Cyclization of N-Acyl-N'-arylureas
Heinicke, Grant,Hung, Tran V.,Prager, Rolf H.,Ward, A. David
, p. 831 - 844 (2007/10/02)
The cyclization of N-acyl-N'-arylureas in polyphosphoric acid has been reinvestigated.The product is not only the 4-substituted quinazolin-2(1H)-one as reported, but also contains the 2-acylaniline in major proportions.Two minor products have also been isolated.At 80 deg, an intermediate has been detected, the properties of which are consistent with it being the corresponding 2-acylphenylurea.Acyl ureas with strongly electron-withdrawing acyl groups from major amount of the corresponding anilide by the formal loss of cyanic acid.The application of this reaction tothe synthesis of quinazolinylphthalides has been investigated.
