144366-39-2Relevant academic research and scientific papers
Preparation and study of chemical transformations of N-formyl-N-phenylhydroxylamines
Guilbaud-Criqui, A.,Moinet, C.
, p. 164 - 172 (2007/10/02)
Nitrosobenzenes with CO2H 1b, CO2CH3 3b and CON(CH3)C6H5 4b ortho-substituents were obtained in a "redox" cell from the corresponding nitro compounds.In order to prepare the 3-oxo-1,2-dihydro-2,1-benzisoxazole-1-carbaldehyde from o-substituted N-formyl-N-phenylhydroxylamines, nitroso derivatives were formylated by glyoxylic acid.The N-formylbenzisoxazolone is unstable in the reaction medium and cannot be isolated.In addition to our study, we showed the unstability of N-formyl-N-phenylhydroxylamines and N-formylanilines in the presence of methanol without acetic acid; in an aqueous methanolic medium, formylation of nitrosoderivatives is equivalent to a reduction of the nitroso group.The mechanism was demonstrated by formylation of the nitrosobenzene and the electrogenerated 2-nitrosobenzene acetic acid 2b.Key Words: flow cell electrosynthesis / nitrosobenzenes / glyoxylic acid / formylation / N-formyl-N-phenylhydroxylamines / N-formylanilines / benzisoxazolones
Flow cell electrosynthesis of o-substituted nitrosobenzenes. In situ reaction with sulfinic acids. Attempt to prepare heterocycles.
Guilbaud-Criqui, A.,Moinet, C.
, p. 295 - 300 (2007/10/02)
Nitrosobenzenes with CO2H 1b, CO2CH3 2b, CONR2 3b-6b, CH2CO2H 7b, CHOHCO2H 8b and NHCO2CH3 9b ortho-substituted were prepared, in a "redox" cell, from the corresponding nitro compounds.Addition of sulfinic acids to the solution after electrolyses leads to
