INVESTIGATION OF THE INTERACTION OF 5-ARYL-2,3-DIHYDRO-2,3-FURANDIONES WITH COMPOUNDS CONTAINING C=N AND C≡N BONDS SIMULTANEOUSLY
DOI:
https://doi.org/10.1007/8163Keywords:
5-aryl-2, 3-dihydro-2, 3-furandiones, aroylketenes, N, N-bis(β-cyanoethyl)cyanamide, N-cyano-N', N'-dimethylformamidine, 2-substituted 6-aryl-4H-1, 3-oxazin-4-ones, S-methyl-N-cyano-N'-phenylisothiourea, cyano[di(methylthio)]imidocarbonate, SSP MO LCAO semiempirical method in MNDO-PM3 approach, [4 2] cycloadditionAbstract
Aroylketenes, generated by the thermolysis of 5-aryl-2,3-dihydro-2,3-furandiones, react with S-methyl-N-cyano-N'-phenylisothiourea, N-cyano-N',N'-dimethylformamidine, and N,N-bis(β-cyanoethyl)-cyanamide with the formation of 6-aryl-2-[(methylthio)(phenylamino)methylene]amino-, 6-aryl-2-dimethylaminomethyleneamino-, and 6-aryl-2-[N,N-bis(β-cyanoethyl)amino]-4H-1,3-oxazin-4-ones respectively. Modeling has been carried out of the interaction of benzoylketene with the indicated cyano compounds by the SSP MO LCAO semiempirical method using the MNDO-PM3 approach. A mechanism is proposed for the formation of substituted 4H-1,3-oxazin-4-ones.How to Cite
Nekrasov, D. D.; Shurov, S. N. Chem. Heterocycl. Compd. 2005, 41, 1245. [Khim. Geterotsikl. Soedin. 2005, 1490.]
For this article in the English edition, see DOI 10.1007/s10593-005-0310-5
