Preparation of 3-aryl-2-quinoxalones

Arenesulfonamides are split out in the reaction of N-(arylsulfonyl)arylglyoxylamides with o-phenylenediamine to give 3-aryl-2-quinoxalones.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 819–820, June, 1977.     

2-Alkylperhydro-1,3,2-dioxazepines

Perhydro-1,3,2-dioxazepines were obtained for the first time by the acid-catalyzed cyclization of acyclic N,N-dialkoxyamines.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2382–2384, October, 1989.     

Interaction of N,N-dimethylhydrazonomethyl and α-hydroxyketone groups in hetaryl analogs of unsymmetrical benzoins

The reaction of phenylglyoxal hydrate with N,N-dimethylhydrazones of furfural and 1-methylpyrrole-2-carbaldehyde proceeds regioselectively at position 5 of the heterocycle. The hetaryl analogs of α-benzoins obtained are quantitatively isomerized into the isomeric β-benzoins. The N,N-dimethylhydrazonomethyl group, while activating the hetaryl residue, reduces the time for isomerization compared with unfunctionalized benzoins. The N, N-dimethylhydrazonomethyl group is readily transformed into an aldehyde or nitrile group and enters into a trans-hydrazonation reaction. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1805–1814, December, 2005.     

Geminal systems. 15. Chemical properties of N-chloro-N-alkoxy-N-tert-alkylamines

Conclusions N-chloro-N-alkoxy-N-tert-alkylamines react exclusively with CN^– and SCN^– and partially with Et^– and AcO^– to give nucleophilic substitution products at the nitrogen atom. These compounds react with AcO^– and water to give nitroso compounds, with EtS^– and Ph₃ P to give azoxy compounds, and with AgF and AgNO₃ to give products of more complex transformations.For communication 14, see ref. [1].Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2320–2326, October, 1981.     

Isomerization of (Het)arylbenzoins in Basic Media

The isomerization of the hetaryl analogs of unsymmetrical benzoins on heating in basic media is a convenient preparative method for the production of -hydroxyacyl derivatives of -excessive heterocycles. The motivating force here for the isomerization is the formation of a thermodynamically more stable product. It was established that isomerization is promoted by increase in the difference between the electron-donating characteristics of the (het)aryl residues     

Geminal systems. 16. Reactions of N-chloro-N-alkoxy-N-alkylamines with amines

Conclusions The reactions of N-chloro-N-alkoxy-N-tert-alkylamines with amines are characterized by nucleophilic substitution at the nitrogen atom with formation of the corresponding N-alkoxyhydrazines which are stable in the case of ethyleneimine and pyridine; give diazenes as in the case of MeNH₂, EtNH₂, and Me₂ or yield products of further transformations as in the case of NH₃, Me₂NH, and MeO(Me)NH. Nucleophilic substitution is repressed in the reaction with Et₂NH and Et₃ N by one-electron reduction with the formation of azoxy compounds.For Communication 15, see previous article [1].Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2327–2334, October, 1981.