Coupling of C-nitro-NH-azoles with arylboronic acids. A route to N-aryl-C-nitroazoles.
A method for the synthesis of N-aryl-C-nitroazoles is presented. A coupling reaction between variously substituted arylboronic acids and 3(5)-nitro-1H-pyrazole catalyzed by copper salt has been carried out in methanol in the presence of sodium hydroxide to afford the desired N-aryl-C-nitroazoles in good yields. This synthetic route has also been successfully applied to obtain N-phenyl derivatives of 4-nitropyrazole, 2-nitroimidazole, 4(5)-nitroimidazole and 3-nitro-1,2,4-triazole.
Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, Silesian University of Technology, Krzywoustego 4, Gliwice 44-100, Poland.
Marta K
MK
Kurpet
Aleksandra
A
Dąbrowska
Małgorzata M
MM
Jarosz
Katarzyna
K
Kajewska-Kania
Nikodem
N
Kuźnik
Jerzy W
JW
Suwiński
C-nitroazoles; N-aryl-C-nitroazoles; N-arylation; arylboronic acids; coupling