Synthesis of benzofuroxans by oxidation of 2-nitroanilines and thermal and photochemical cyclization of arylazides

ORGN 129

Mariana Salgado, Juan C. Racero, and Elisa Leyva. Department of Chemistry, Universidad Autonoma de San Luis Potosi, Av. Manuel Nava #6, San Luis Potosi, 78210, Mexico
Benzofuroxans are interesting compounds, which display several biochemical and pharmacological applications related to their NO-releasing property. Physiological nitric oxide has a large number of important roles in processes as varied as the transmission of nerve impulses, regulation of blood flow, synergistic inhibitions of platelet aggregation, and non specific inmune response to bacterial infection. A wide range of biological activity has been claimed for benzofuroxans derivatives. Nitrobenzofuroxans, pyridobenzofuroxans and fused benzofuroxans have been found to inhibit nucleic acid and protein synthesis in the cancer cells. Benzofuroxans have been reported to serve as intermediates in the synthesis of a large number of commercially available pharmaceuticals and veterinary medical products such as benzimidazole 3-oxides. The synthesis of several benzofuroxans by oxidative ciclations of 2-nitroanilines and thermal and photochemical cyclization of arylazides is presented.