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Study of the interaction of 2 H -furo[3,2- b ]pyran-2-ones with nitrogen-containing nucleophiles

Year: 2025

Type: article

Abstract: For the first time, the reaction of substituted 2 H -furo[3,2- b ]pyran-2-ones with diverse N -nucleophiles was investigated. It was shown that the direction of the process depends on the type of employed nitrogen-containing reagent. For example, condensation with aliphatic amines leads to 2 H -furo[3,2- b ]pyran-2,7(3 H )-diones bearing an exocyclic enamine moiety. At the same time, interaction with dinucleophiles results in recyclization accompanied by opening of the furan ring. Relied on the aforementioned process a general method for the synthesis of substituted pyrazol-3-ones with allomaltol fragment was designed. Structures of representatives of all obtained products were unambiguously confirmed by X-ray diffraction.

Source: Beilstein Journal of Organic Chemistry

DOI: 10.3762/bjoc.21.44

Authors: Constantine V Milyutin, Andrey N Komogortsev, Boris V Lichitsky

Institutions: Russian Academy of Sciences, N.D. Zelinsky Institute of Organic Chemistry

Language: English

Topic: Chemical synthesis and pharmacological studies

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

OpenAlex ID: W4408420488

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Cites: 17

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Related to: 10