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Issue 23, 2018
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Construction of α-methoxyimidoyl ketonitrones via phosphite-mediated addition of α-keto N-tert-butanesulfinyl imidates to nitrosoarenes

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Abstract

A dimethyl phosphite-mediated addition of α-keto N-tert-butanesulfinyl imidates to nitrosoarenes was developed. Nitrosoarenes were successfully used as electrophiles to trap aza-enolate intermediates that were generated from nucleophilic addition of deprotonated phosphite to α-keto N-tert-butanesulfinyl imidates and following phospha-Brook rearrangement, allowing efficient construction of ketonitrones with excellent (Z)-geometries.

Graphical abstract: Construction of α-methoxyimidoyl ketonitrones via phosphite-mediated addition of α-keto N-tert-butanesulfinyl imidates to nitrosoarenes

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Publication details

The article was received on 15 Jan 2018, accepted on 24 Feb 2018 and first published on 26 Feb 2018


Article type: Communication
DOI: 10.1039/C8CC00345A
Citation: Chem. Commun., 2018,54, 2882-2885
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    Construction of α-methoxyimidoyl ketonitrones via phosphite-mediated addition of α-keto N-tert-butanesulfinyl imidates to nitrosoarenes

    J. Feng, P. Ma, Y. Zeng, Y. Xu and C. Lu, Chem. Commun., 2018, 54, 2882
    DOI: 10.1039/C8CC00345A

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