Synthesis of N-arylindazoles and benzimidazoles from a common intermediate.
A variety of N-aryl-1H-indazoles and benzimidazoles were synthesized from common arylamino oximes in good to excellent yields. The product selectivity depends upon the base used in the reaction, as triethylamine promoted the formation of benzimidazoles, whereas 2-aminopyridine promoted the formation of N-arylindazoles. This method is valuable to the synthetic community because both indazoles and benzimidazoles are prevalent in pharmaceuticals.
Wray
Brenda C
BC
Evans Chemical Laboratories, Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA.
Stambuli
James P
JP
D001562:Benzimidazoles / Q000138:chemical synthesis*; D005021:Ethylamines / Q000737:chemistry; D007191:Indazoles / Q000138:chemical synthesis*; D015394:Molecular Structure
D001562:Benzimidazoles; D005021:Ethylamines; D007191:Indazoles; C016162:triethylamine