REACTION OF 2,3-DIOXOPYRROLO[2,1-<i>a</i>]ISOQUINOLINES WITH BINUCLEOPHILES
DOI:
https://doi.org/10.1007/6591Keywords:
o-aminobenzyl alcohol, 2-amino-4-methylphenol, o-aminothiophenol, N-benzylamide, benzyl ester, anthranilic acid hydrazide, caprolactam hydrazidine, o-hydroxybenzylamine, diacyl hydrazide, 5, 5-dialkyl-2, 3-dioxopyrrolo[2, 1-a]isoquinolines, benzoxazole, benzothiazole, and 1, 2, 4-triazole derivativesAbstract
The reaction of 2,3-dioxopyrrolo[2,1-a]isoquinolines with binucleophiles such as 2-amino-4-methyl-phenol, o-aminothiophenol, and caprolactam hydrazidine proceeds with opening of the dioxopyrroline ring and is accompanied by heterocyclization to give heteroaromatic benzoxazole, benzothiazole, and 1,2,4-triazole systems. Heterocyclization does not occur in the reaction of o-hydroxybenzylamine, o-aminobenzyl alcohol, and the hydrazide of anthranilic acid; the corresponding linear N-benzylamide, benzyl ester, and diacylhydrazide products are formed.
How to Cite
Surikova, O. V.; Mikhailovskii, A. G.; M. I. Vakhrin, M. I. Chem. Heterocycl. Compd. 2009, 45, 1131. [Khim. Geterotsikl. Soedin. 2009, 1412.]
For this article in the English edition see DOI 10.1007/s10593-009-0396-2
