Controlling the outcome of an N-alkylation reaction by using N-oxide functional groups

…, AMZ Slawin, D Philp, NJ Westwood

Index: Pearson, Russell J.; Evans, Kathryn M.; Slawin, Alexandra M. Z.; Philp, Douglas; Westwood, Nicholas J. Journal of Organic Chemistry, 2005 , vol. 70, # 13 p. 5055 - 5061

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Citation Number: 10

Abstract

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 ...