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Issue 18, 2014
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Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N′-dimethylhydrazine dihydrochloride

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Abstract

An unexpected nucleophilic chlorination of a quinone monoketal while carrying out a pyrazolidine synthesis has led to a general preparation of multisubstituted phenols. The products are obtained in good to high yields under mild conditions. The bridged pyrazolidines that were the original targets are obtained in the presence of a protic solvent.

Graphical abstract: Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N′-dimethylhydrazine dihydrochloride

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Publication details

The article was received on 20 Feb 2014, accepted on 21 Mar 2014 and first published on 24 Mar 2014


Article type: Communication
DOI: 10.1039/C4OB00391H
Citation: Org. Biomol. Chem., 2014,12, 2854-2858
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    Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N′-dimethylhydrazine dihydrochloride

    Z. Yin, J. Zhang, J. Wu, R. Green, S. Li and S. Zheng, Org. Biomol. Chem., 2014, 12, 2854
    DOI: 10.1039/C4OB00391H

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