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Selectfluor-induced C(sp2)–O coupling reaction of N-substituted anilines with hydroxylamine derivatives

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Abstract

A novel avenue of C–O bond construction was facilely achieved via Selectfluor-induced oxygenation of C(sp2)–H bonds of N-substituted anilines by reacting with N-hydroxyphthalimide or N-hydroxymaleimide without any metal catalyst. A variety of N-aryloxyimide derivatives were prepared from N-acyl or sulfonyl anilines in moderate to excellent yields with good functional-group tolerance under mild conditions, which are of great interest in the field of phenol or benzofuran derivative synthesis. Besides, the method is effective on the gram scale, which highlights the practicality of this transformation.

Graphical abstract: Selectfluor-induced C(sp2)–O coupling reaction of N-substituted anilines with hydroxylamine derivatives

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Publication details

The article was received on 08 Jun 2018, accepted on 26 Jul 2018 and first published on 27 Jul 2018


Article type: Paper
DOI: 10.1039/C8OB01348A
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Selectfluor-induced C(sp2)–O coupling reaction of N-substituted anilines with hydroxylamine derivatives

    B. Sun, S. Yin, X. Zhuang, C. Jin and W. Su, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01348A

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