Vicarious Nucleophilic Substitution of Hydrogen in Nitropyridines by α‐Chloroalkyl Phenyl Sulfone Carbanions
- 13 January 1984
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 1984 (1) , 8-14
- https://doi.org/10.1002/jlac.198419840103
Abstract
Nitropyridines and chloronitropyridines react with carbanions of α‐chloroalkyl phenyl sulfones yielding products of the vicarious nucleophilic substitution of hydrogen at positions ortho and para to the nitro group. A general rule that the vicarious substitution of hydrogen proceeds faster than the nucleophilic substitution of equally activated halogen is observed. The orientation of the hydrogen substitution is discussed.Keywords
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