104473-79-2

Upstream product

• 60940-33-2 2-benzylbenzo[d][1,2]selenazol-3(2H)-one 
• 98-88-4 benzoyl chloride 
• 100-46-9 benzylamine 
• 1485-70-7 N-benzylbenzamide 
• 1441-85-6 2-(chloroseleno)benzoyl chloride 
• 106663-84-7 2,2‘-diselenobis(N-phenylbenzamide) 

Relevant academic research and scientific papers

Synthesis of Benzoisoselenazolones via Rh(III)-Catalyzed Direct Annulative Selenation by Using Elemental Selenium

Isoselenazolone derivatives have attracted significant research interest because of their potent therapeutic activities and indispensable applications in organic synthesis. Efficient construction of functionalized isoselenazolone scaffolds is still challenging, and thus new synthetic approaches with improved operational simplicity have been of particular interest. In this manuscript, we introduce a rhodium-catalyzed direct selenium annulation by using stable and tractable elemental selenium. A series of benzamides as well as acrylamides were successfully coupled with selenium under mild reaction conditions, and the obtained isoselenazolones could be pivotal synthetic precursors for several organoselenium compounds. Based on the designed control experiments and X-ray absorption spectroscopy measurements, we propose an unprecedented selenation mechanism involving a highly electrophilic Se(IV) species as the reactive selenium donor. The reaction mechanism was further verified by a computational study.

MECHANISM OF THE CATALYTIC REDUCTION OF HYDROPEROXIDES BY EBSELEN : A SELENIUM - 77 NMR STUDY

Ebselen (2-phenyl-1,2-benzisoselenazol-3(2H)-one 1, a non-toxic selenium containing heterocyclic compound has been shown to display both anti-inflammatory activity in vivo and GSH-Px-like activity in vitro.Using (1)H and (77)Se NMr we investigated the mechanism of reduction of hydroperoxides by thiols in the presence of 1.A catalytic cycle depending on the formation of diselenides and selenylsulfides was found.The selenic acid oxidation level present in compound 1 is particularly stable because of the intermolecular cyclisation.This contracts with previously reported results concerning the oxidation of organoselenium compounds.