18080-67-6Relevant articles and documents
A new efficient route for the formation of quinoxaline N-oxides and N,N′-dioxides using HOF·CH3CN
Carmeli, Mira,Rozen, Shlomo
, p. 5761 - 5765 (2006)
HOF·CH3CN, a very efficient oxygen-transfer agent made readily from fluorine and aqueous acetonitrile, was reacted with various quinoxaline derivatives to give the corresponding mono N-oxides and especially the N,N′-dioxides in very good yields under mild conditions and short reaction times.
Controlling the outcome of an N-alkylation reaction by using N-oxide functional groups
Pearson, Russell J.,Evans, Kathryn M.,Slawin, Alexandra M. Z.,Philp, Douglas,Westwood, Nicholas J.
, p. 5055 - 5061 (2007/10/03)
Covalent modifiers of proteins are of importance in chemical proteomics, an emerging chemical technology used to assign protein function. In this study, high-field 1H NMR techniques were used to analyze the reaction of the bioactive compound, 2,3-bis(bromomethyl)quinoxaline 1,4-dioxide, with amines (a model system for proteins containing nitrogen-based nucleophiles). Unexpectedly, the results show that a double nucleophilic substitution reaction involving 2 equiv of the amine is preferred to an intramolecular cyclization pathway. A direct comparison with the reaction carried out on a substrate lacking the N-oxide functional groups is also provided. X-ray crystal structures and computational studies are used to rationalize the observed differences in reactivity between the two systems.
PREPARATION OF SOME NAPHTHOISOINDOLES
Haddadin, Makhluf J.,Samaha, Mona S.,Hajj-Ubayd, Antoun B.
, p. 541 - 544 (2007/10/02)
The preparation of four derivatives of naphthoisoindole is described.Three of these derivatives are highly reactive dienophiles.
