The carbanion of 4,4-dimethyl-2-(1-phenylethyl)-4,5-dihydro-1,3-oxazole adds 1 to nitroarenes in the position para to the nitro group: oxidation of the produced σH adducts with dichlorodicyanobenzoquinone (DDQ) gives para-substituted nitroarenes whereas oxidation with dimethyldioxirane (DMD) leads to para- substituted phenols.
Oxidative Nucleophilic Substitution of Hydrogen in Nitroarenes with Oxazoline Stabilised Carbanion
TROISI, Luigino
2006-01-01
Abstract
The carbanion of 4,4-dimethyl-2-(1-phenylethyl)-4,5-dihydro-1,3-oxazole adds 1 to nitroarenes in the position para to the nitro group: oxidation of the produced σH adducts with dichlorodicyanobenzoquinone (DDQ) gives para-substituted nitroarenes whereas oxidation with dimethyldioxirane (DMD) leads to para- substituted phenols.File in questo prodotto:
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