Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.

Abstract

p-Iodophenol and its O-MOM-protected ether can be converted into iodoamines 2. These give cross-conjugated ketones 3 on oxidation with hypervalent iodides in the presence of methanol, and the ketones undergo radical cyclization. Exposure of the products to acid or sequential treatment with a Grignard reagent and acid effects rearomatization to produce benzo… (More)

Topics

Cite this paper

@article{Fletcher2005OxidationOP, title={Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.}, author={Stephen P Fletcher and Derrick Clive and Jianbiao Peng and David A Wingert}, journal={Organic letters}, year={2005}, volume={7 1}, pages={23-6} }