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Ukr. Bioorg. Acta 2021, Vol. 16, N2, 3-11.

DOI: https://doi.org/10.15407/bioorganica2021.02.003

Transformation of substituted 3-hydroxy-4-[(2E)-3-arylprop-2-enoyl]-1,5-dihydro-2H-pyrrol-2-ones by the action of I2/DMSO into derivatives 2-aryl-5,6-dihydropyrano[2,3-c]pyrrole-4,7-diones

Roman N. Vydzhak*, Svitlana Ya. Panchishin, Yaroslav O. Prostota, Volodymyr S. Brovarets

V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the NAS of Ukraine,
1 Murmanska St., Kyiv, 02094, Ukraine

e-mail: rmvydzhak@gmail.com


ABSTRACT
The effective and simple synthetic preparative procedure for obtaining of various derivatives of 2-aryl-5,6-dihydropyrano[2,3-c]pyrrole-4,7-diones applying the I
2/DMSO oxidation of 3-hydroxy-4-[(2E)-3-arylprop-2-enoyl]-1,5-dihydro-2H-pyrrol-2-ones was developed. This protocol was found to be compatible with a wide range of substituents and gave the reliable synthetic pathway for the obtaining of target compounds with a wide range of substituents under mild conditions. All obtained substances can be easily isolated and purified by crystallization without application of more complex and labour intensive purification methods.

KEYWORDS
multicomponent cyclization, pyrano[2,3-c]pyrrole, I
2/DMSO oxidative cyclization.

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