1609560-04-4Relevant academic research and scientific papers
Aryliminophosphoranes as Key Intermediates in the One-Pot Synthesis of 1-Aryl-1,3-dihydro-2H-benzimidazol-2-ones from N-Aryl-2-nitrosoanilines and Carbon Dioxide under Mild Metal-Free Conditions
?ukasik, Emilia,Wróbel, Zbigniew
, p. 1159 - 1166 (2016/05/11)
A new and convenient protocol is presented for the synthesis of 1-arylbenzimidazol-2-ones by a one-pot reaction of N-aryl-2-nitrosoanilines using solid carbon dioxide as a source of the key carbonyl moiety. The metal-free process is carried out under mild conditions and is compatible with a variety of substituents. The atom economy of the synthesis of the starting nitrosoanilines, accomplished by substitution of hydrogen, makes the entire synthesis of the target compounds environmentally friendly.
A New Approach to the Synthesis of 1-Arylbenzimidazole-2-thiones from Nitroarenes and Anilines through Halogen-Free Substitution of Hydrogen via Iminophosphorane Intermediates
?ukasik, Emilia,Wróbel, Zbigniew
supporting information, p. 263 - 270 (2016/01/15)
2-(Arylamino)phenyliminophosphoranes, formed directly from 2-nitrosodiarylamines, undergo a high-yielding cyclocondensation with CS2, providing a variety of 1-arylbenzimidazole-2-thiones. The reaction concludes a new synthetic route leading to the title compounds from simple nitroarenes and arylamines. The protocol is superior to common methods that use N-arylarylenediamines because it omits the SNAr substitution of halogen atoms in ortho-halonitroarenes, as well as reduction processes required for the synthesis of the intermediate diamines.
Simple synthesis of 2-aminoaryliminophosphoranes from N -aryl-2-nitrosoanilines and their application in 2-aminobenzimidazole synthesis
?ukasik, Emilia,Wróbel, Zbigniew
, p. 217 - 220 (2014/02/14)
Condensation of N-aryl-2-nitrosoanilines with triphenylphosphine leads efficiently to substituted aryliminophosphoranes which, in turn, react with alkyl isocyanates furnishing 2-alkylaminobenzimidazole derivatives in high yields. Georg Thieme Verlag Stutt
