Synthesis of novel 6-amino-2-(hydroxymethyl)-8-aryl-7-(phenylsulfonyl)pyrano[3,2-b]pyran-4(8H)-one derivatives catalyzed by nano-cellulose-OSO3H
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A novel series of 6-amino-2-(hydroxymethyl)-8-aryl-7-(phenylsulfonyl)pyrano[3,2-b]pyran-4(8H)-one derivatives was synthesized via an efficient, mild and rapid protocol. Pyran-annulated heterocycles were obtained in improved yields using aromatic aldehydes, 5-hydroxy-2-hydroxymethyl-4H-pyran-4-one and phenylsulfonylacetonitrile in the presence of nano-cellulose-OSO3H as a suitable and efficient catalyst. Nano-cellulose-OSO3H was synthesized by preparing nano-cellulose as a support, followed by treatment with chlorosulfonic acid (ClSO3H). The proposed protocol represents an eco-friendly approach that provides excellent yields, with mild reaction conditions, ease of workup, survival of different functional groups and short reaction times.
KeywordsPhenylsulfonylacetonitrile Pyran derivatives Kojic acid Green chemistry Nano-cellulose-OSO3H
The research Council of the Islamic Azad University of Yazd is gratefully acknowledged for the financial support for this work.
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