Iodine(III)-mediated bicyclic diazenium salt formation
作者:Nezar Q. Al-Bataineh、Matthias Brewer
DOI:10.1016/j.tetlet.2012.07.116
日期:2012.10
The hypervalent iodine(III) reagent PhI(OTf)(2) has been shown to be an effective oxidant for the conversion of linear aryl-hydrazones bearing a pendant alkene into bicyclic diazenium salts. This oxidative cyclization presumably occurs by the iodine(III) mediated formation of a 1-aza-2-azoniaallene salt intermediate that undergoes a subsequent intramolecular 1,3-dipolar cycloaddition with the pendant alkene. (C) 2012 Elsevier Ltd. All rights reserved.