111860-83-4Relevant academic research and scientific papers
QUANTUM-CHEMICAL STUDY OF THE REACTION OF KETENE WITH ACYL ISOCYANATES
Yakovlev, I. P.,Zakhs, V. E.,Prep'yalov, A. V.,Ivin, B. A.
, p. 1450 - 1453 (2007/10/02)
-Cycloaddition of ketene to acyl isocyanates was studied in terms of frontier molecular orbital theory.The direction of the reaction and the type of the final product (4-hydroxy-6H-1,3-oxazin-6-one or 2-pyranone) are determined by structural and energetic features of frontier orbitals of ketene and acyl isocyanates.
AZINES AND AZOLES. LXXXIV. SOME REACTIONS OF 2-ARYL-1,3-OXAZINE-4,6-DIONES
Zakhs, V. E.,Yakovlev, I. P.,Tret'yakov, A. A.,Ivin, B. A.
, p. 1544 - 1555 (2007/10/02)
Reactions of 2-aryl-1,3-oxazine-4,6-diones and their derivatives with a number of electrophilic and nucleophilic agents have been studied.The alkylation and acylation of 2-aryl-1,3-oxazine-4,6-diones occur at the oxygen atom on C4.The brominati
INVESTIGATION OF AZINES AND AZOLES. LXXVII. REACTION OF KETENE WITH ACYL ISOCYANATES
Zakhs, V. E.,Yakovlev, I. P.,Tretyakov, A. A.,Gindin, V. A.,Prepyalov, A. V.,Ivin, B. A.
, p. 744 - 751 (2007/10/02)
The reaction of ketene with substituted benzoyl, 2-furoyl, 1-naphthoyl, acetyl, butyryl, and trichloroacetyl isocyanates in low-polarity aprotic solvents leads to the formation of the corresponding 2-substituted 4-hydroxy-6H-1,3-oxazin-6-ones and/or their 4-O-acetyl-derivatives.In this reaction methoxy-, methylthio-, ethoxy-, and ethylthiocarbonyl isocyanates give mainly 6-alkoxy- and alkylthiocarbonylamino-4-hydroxy-2-pyranones.
AZOLES AND AZINES. 62. STRUCTURE OF 2-ARYL-1,3-OXAZINE-4,6-DIONES
Zakhs, V. E.,Yakovlev, I. P.,Smorygo, N. A.,Gindin, V. A.,Ivin, B. A.
, p. 325 - 332 (2007/10/02)
1H, 13C NMR, IR, and UV spectra have been studied for solutions of a number of potentially tautomeric 2-aryl-1,3-oxazine-4,6-diones and their 5-methyl substituted analogs with variation of substitutent at the para position of the benzene ring, as well as compounds with a fixed structure that simulates possible tautomeric forms.The data have been compared with the results of quantum chemical calculations carried out in SSO MO LCAO approximation by the CNO, CNDO/2, and MPNDO/3 methods.In DMSO and THF solution the test compounds exist predominantly as 2-aryl-4-hydroxy-6H-1,3-oxazin-6-ones.The para substituent in the benzene ring does not effect the composition of the tautomer mixture significantly.
