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

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

Journal

Beilstein Journal of Organic Chemistry
ISSN: 2195-951X , E-ISSN: 1860-5397

Output data

Year: 2025, Volume: 21, Pages: 556-563 Pages count : 8 DOI: 10.3762/bjoc.21.44

Authors

Milyutin Constantine V ¹ , Komogortsev Andrey N ¹ , Lichitsky Boris V ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Pr., 47, Moscow, 119991, Russian Federation.

For the first time, the reaction of substituted 2H-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 2H-furo[3,2-b]pyran-2,7(3H)-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.

Milyutin C.V. , Komogortsev A.N. , Lichitsky B.V.
Study of the interaction of 2H-furo[3,2-b]pyran-2-ones with nitrogen-containing nucleophiles
Beilstein Journal of Organic Chemistry. 2025. V.21. P.556-563. DOI: 10.3762/bjoc.21.44 WOS Scopus OpenAlex

Web of science:	WOS:001445271900001
Scopus:	2-s2.0-105001198469
OpenAlex:	W4408420488

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