Intramolecular Fe (II)-catalyzed N− O or N− N bond formation from aryl azides
BJ Stokes, CV Vogel, LK Urnezis, M Pan…
Index: Stokes, Benjamin J.; Vogel, Carl V.; Urnezis, Linda K.; Pan, Minjie; Driver, Tom G. Organic Letters, 2010 , vol. 12, # 12 p. 2884 - 2887
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Citation Number: 97
Abstract
Iron (II) bromide catalyzes the transformation of aryl and vinyl azides with ketone or methyl oxime substituents into 2, 1-benzisoxazoles, indazoles, or pyrazoles through the formation of an N− O or N− N bond. This transformation tolerates a variety of different functional groups to facilitate access to a range of benzisoxazoles or indazoles. The unreactivity of the Z- methyloxime indicates that N-heterocycle formation occurs through a nucleophilic attack of ...
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