205309-86-0Relevant academic research and scientific papers
2-substituted indazoles from electrogenerated ortho-nitrosobenzylamines
Frontana-Uribe, Bernardo A.,Moinet, Claude
, p. 3197 - 3206 (1998)
An electrochemical methodology for an efficient access to ortho- nitrosobenzylamines has been developed. These products cyclize intramolecularly producing the desired 2-substituted indazoles in high yields. The electrochemical procedure overcomes limitations of previous chemical methods.
Synthesis and electrochemical behaviour of 2-N-substituted indazoles
Frontana-Uribe,Moinet
, p. 814 - 823 (2007/10/03)
A new 2-N-aryl-3-methoxycarbonylindazole synthesis from the 6 F mol-1 reduction of appropriately substituted aryl-nitrones has been developed. The indazoles bearing an electron withdrawing group in the 2-position are electroreducible compounds at high negative potentials producing selectively the corresponding 2-N-substituted indazolines in aqueous alcoholic medium. The nitrile and ester groups are not reduced under the reaction conditions. Three new 2-N-arylindazolines were synthesized and characterized. A second electron withdrawing group attached at the 3-position leads to a less cathodic reduction of the 2-N-aryl-3-methoxycarbonylindazole. An appropriately substituted indazoline was used to generate in situ a new tetracyclic heterocycle.
