1256846-42-0Relevant articles and documents
Highly efficient synthesis and antioxidant capacity of N-substituted benzisoselenazol-3(2H)-ones
Pacula, Agata J.,cianowski, Jacek,Aleksandrzak, Krzysztof B.
, p. 49959 - 49962 (2014)
A new, general one step synthesis of N-substituted benzisoselenazol-3(2H)-ones based on the reaction of o-iodobenzamides with lithium diselenide, is described. A series of alkyl and aryl derivatives was obtained in high yields (up to 98%). Their GPx-like antioxidant activity, tested by NMR, showed a significantly higher activity than ebselen.
Isoselenazolones as catalysts for the activation of bromine: Bromolactonization of alkenoic acids and oxidation of alcohols
Balkrishna, Shah Jaimin,Prasad, Ch Durga,Panini, Piyush,Chopra, Deepak,Kumar, Sangit,Detty, Michael R.
, p. 9541 - 9552,12 (2012/12/12)
Isoselenazolones were synthesized by a copper-catalyzed Se-N bond forming reaction between 2-halobenzamides and selenium powder. The catalytic activity of the various isoselenazolones was studied in the bromolactonization of pent-4-enoic acid. Isoselenazolone 9 was studied as a catalyst in several reactions: the bromolactonization of a series of alkenoic acids with bromine or N-bromosuccinimide (NBS) in the presence of potassium carbonate as base, the bromoesterification of a series of alkenes using NBS and a variety of carboxylic acids, and the oxidation of secondary alcohols to ketones using bromine as an oxidizing reagent. Mechanistic details of the isoselenazolone-catalyzed bromination reaction were revealed by 77Se NMR spectroscopic and ES-MS studies. The oxidative addition of bromine to the isoselenazolone gives the isoselenazolone(IV) dibromide, which could be responsible for the activation of bromine under the reaction conditions. Steric effects from an N-phenylethyl group on the amide of the isoselenazolone and electron-withdrawing fluoro substituents on the benzo fused-ring of the isoselenazolone appear to enhance the stability of the isoselenazolone as a catalyst for the bromination reaction.