42152-35-2Relevant academic research and scientific papers
Intermediates in the reaction of o-phenylenediamine with carbonyl compounds and their subsequent conversions
Zelenin,Ukraintsev,Alekseev
, p. 329 - 333 (1998)
The reaction of o-phenylenediamine with aldehydes and ketones has been studied using PMR spectroscopy. It has been established that the reaction begins with the formation of monoimines (isolated in condensations with aromatic aldehydes) which are cyclized
Synthesis of 2-arylbenzothiazoles and imidazoles using scandium triflate as a catalyst for both a ring closing and an oxidation steps
Itoh, Takashi,Nagata, Kazuhiro,Ishikawa, Hiroyuki,Ohsawa, Akio
, p. 2769 - 2783 (2007/10/03)
2-Aminobenzenethiol and an aryl aldehyde were allowed to react to give a 2-arylbenzothiazole in good yield in the presence of a catalytic amount of scandium triflate Sc(OTf)3. The detailed study showed that Sc(OTf)3 catalyzed two steps, that is, the formation of a thiazoline ring and the oxidation of the thiazoline to a thiazole ring. This is the first example that scandium(III) ion catalyzed oxidation of an organic compound using molecular oxygen as an oxidant. The reaction was applied to o-phenylenediamine and an aryl aldehyde to give corresponding 2-arylbenzimidazole in moderate to good yields depending upon the structure of aldehyde.
