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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

Emilia Łukasik, Zbigniew Wróbel*

*Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44, 01-224 Warsaw, Poland, Email: zbigniew.wrobelicho.edu.pl

E. Łukasik, Z. Wróbel, Synthesis, 2016, 48, 1159-1166.

DOI: 10.1055/s-0035-1561301 (free Supporting Information)


 
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Abstract

A metal-free synthesis of 1-arylbenzimidazol-2-ones from of N-aryl-2-nitrosoanilines can be carried out under mild conditions using solid carbon dioxide as a source of the key carbonyl moiety. The atom economy of the synthesis of the starting materials makes the entire synthesis of the target compounds environmentally friendly.

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Key Words

benzimidazolones, annulations, heterocycles, cyclizations, nitroso compounds, fused-ring systems


ID: J66-Y2016