A. D. Kotov

Synthesis of Nitrogen-Containing Heterocycles from Nitroarenes (Minireview)

This review considers the details of nitroarene interaction with arylacetonitrile, the possibilities for modifying the obtained heterocyclic products, as well as the condensation reactions of nitrobenzoic and nitrophthalic acids with hydrazine and oxalyldihydrazide in oleum. The results were obtained by the authors of this review and were published between 1994 and 2013.

Synthesis of nitroacridinones from 2,1-benzisoxazole derivatives

Reaction of 3-aryl-2,1-benzisoxazoles with concentrated nitric acid in chloroform in one stage led to their conversion into acridinone nitro derivatives.

Nucleophilic Replacement of Hydrogen in para-Substituted Nitrobenzenes by Phenylacetonitrile Carbanion

The kinetic relations holding in nucleophilic replacement of hydrogen in para-substituted nitrobenzenes by phenylacetonitrile carbanion suggest a complex reaction mechanism involving two alternative pathways. The direction of the process is determined by the structure of intermediate σ-complex.

Mechanism of formation of 2,1-benzisoxazoles in reactions of nitroarenes with arylacetonitriles

Main regularities in reactions of arylacetonitriles with nitroarenes were discussed. The reaction mechanism has been suggested proceeding from the experimental data and the quantum chemical modeling of the limiting stage, the formation of the 2,1-benzisoxazole ring.