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Issue 3, 2015
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Exploiting the narrow gap of rearrangement between the substituents in the vicinal disubstitution reactions of diaryliodonium salts with pyridine N-sulfonamidates

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Abstract

The vicinal disubstitution reactions of diaryliodonium salts with pyridine N-sulfonamidates to give o-pyridinium anilines were fully examined. A reaction pathway of N-arylation occurring at the amidate group followed by a radical rearrangement is proposed. The electronic effects of various substituents in this radical rearrangement were investigated.

Graphical abstract: Exploiting the narrow gap of rearrangement between the substituents in the vicinal disubstitution reactions of diaryliodonium salts with pyridine N-sulfonamidates

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Publication details

The article was received on 14 Aug 2014, accepted on 24 Oct 2014 and first published on 24 Oct 2014


Article type: Paper
DOI: 10.1039/C4OB01744G
Citation: Org. Biomol. Chem., 2015,13, 751-763
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    Exploiting the narrow gap of rearrangement between the substituents in the vicinal disubstitution reactions of diaryliodonium salts with pyridine N-sulfonamidates

    Y. Wang, M. Li, L. Wen, P. Jing, X. Su and C. Chen, Org. Biomol. Chem., 2015, 13, 751
    DOI: 10.1039/C4OB01744G

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