Issue 15, 1993
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Intramolecular oxidative cyclisation of 1-(4-hydroxyaryl)-2-ketoximes 4-HOArCh2C([double bond, length half m-dash]NOH)R with phenytiodine(III) bis(trifluoroacetate)

Mesut Kaçan,   Demet Koyuncu  and  Alexander McKillop  

Abstract

Reaction of 1-(4-hydroxyaryl)-2-ketoximes, 4-HOArCH2C([double bond, length half m-dash]NOH)R, with phenyliodine(III) bis(trifluoroacetate) in acetonitrile at 0 °C results in smooth intramolecular oxidative cyclisation and formation of 1-oxa-2-azaspiro[4.5]deca-2,6,9-trien-8-ones in good to excellent yield. Attempted application of the procedure to 1-(2-hydroxyphenyl)propan-2-one oxime resulted in formation of the [4 + 2] dimer of the initially formed spiroisoxazoline.

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Article information

DOI
https://doi.org/10.1039/P19930001771
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1993, 1771-1776

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Intramolecular oxidative cyclisation of 1-(4-hydroxyaryl)-2-ketoximes 4-HOArCh2C([double bond, length half m-dash]NOH)R with phenytiodine(III) bis(trifluoroacetate)

M. Kaçan, D. Koyuncu and A. McKillop, J. Chem. Soc., Perkin Trans. 1, 1993, 1771 DOI: 10.1039/P19930001771

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