Cite this article as:

Grinev V. S., Barabanov N. A., Linkova E. I., Yegorova A. Y. Trifluoroacylation of Benzopirrolimidazolons under Various Conditions. Izvestiya of Saratov University. New series. Series: Chemistry. Biology. Ecology, 2019, vol. 19, iss. 3, pp. 252-256. DOI: https://doi.org/10.18500/1816-9775-2019-19-3-252-256


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UDC: 
547.415.1’435.1’484.2’745.04:543.422.25
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Russian

Trifluoroacylation of Benzopirrolimidazolons under Various Conditions

Abstract

The introduction of the (trifluoro)acetyl moiety into different heterocycles allows one to vary their physicochemical properties, change the nature and magnitude of biological activity, and also to carry out further chemical transformations. At the same time, modern methods of organic chemistry are aimed, inter alia, at increasing the efficiency of known and widely used chemical reactions and the possibility of directing along other paths when conducting syntheses under conditions, which are different from the classical ones. The reactions (trifluoro)acetylation of 3a-arylsubstituted benzopyrroloimidazolones in this study were carried out under classical conditions, when heated in an appropriate acylating agent, as well as in a Monowave 50 reactor in a sealed vessel. The (trifluoro)acylation of benzopyrroloimidazolones at elevated pressure and temperature in the absence of a catalyst is directed to the secondary amino group, as is in the case when using classical thermal heating conditions. The structures of the obtained compounds were proved using the set of IR, 1Н, 13С NMR spectroscopy data. It has been noted that the method of synthesis using the technique of sealed vessels is more preferable, since it allows one to obtain products in shorter time, with less solvent consumption and with higher yield.

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