Abstract
Reactions of 5-alkyl- and 5-aryl-3H-furan-2-ones with 1,3- and 1,4-binucleophiles of aromatic series were carried out for the first time under various conditions. In the presence of a base the reaction resulted in 1-R-1,3-dihydro-2Н-pyrrol-2-ones, under milder conditions intermediates were isolated, 4-aryl-4-oxobutanamides. The structure of the latter was proved by spectral methods. By an example of 1-R-1,3-dihydro-2Н-pyrrol-2-ones the possibility was demonstrated of their functionalization via introducing an aryldiazenyl fragment.
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Original Russian Text © V.S. Grinev, O.A. Amal’chieva, A.Yu. Egorova, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 5, pp. 670–675.
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Grinev, V.S., Amal’chieva, O.A. & Egorova, A.Y. Synthesis of 1-substituted 5-alkyl(aryl)-1,3-dihydro-2H-pyrrol-2-ones. Azocoupling with diazonium salts. Russ J Org Chem 52, 655–660 (2016). https://doi.org/10.1134/S1070428016050079
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DOI: https://doi.org/10.1134/S1070428016050079