The first example of cine-substitution for 3-nitrocoumarins. Effective approach to the synthesis of 2H-chromen-2-ones containing 3-hydroxypyran-4-one fragment

The first example of cine-substitution for 3-nitrocoumarins. Effective approach to the synthesis of 2H-chromen-2-ones containing 3-hydroxypyran-4-one fragment Full article

Journal

Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581

Output data

Year: 2021, Volume: 68, Article number : 152939, Pages count : DOI: 10.1016/j.tetlet.2021.152939

Authors

Komogortsev Andrey N. ¹ , Lichitsky Boris V. ¹ , Melekhina Valeriya G. ¹ , Minyaev Mikhail E. ¹

Affiliations

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

For the first time we have demonstrated the feasibility of cine-substitution for 3-nitrocoumarins. Based on this process a novel efficient one-step protocol for the preparation of substituted 2H-chromen-2-ones bearing 3-hydroxypyran-4-one moiety has been developed. The presented method includes base-catalyzed reaction of allomaltol derivatives with various 3-nitrocoumarins. The reaction proceeds under mild conditions and products are readily available using a simple purification procedure. The structure of one of the 2H-chromen-2-one derivatives has been determined by X-ray diffraction.

Komogortsev A.N. , Lichitsky B.V. , Melekhina V.G. , Minyaev M.E.
The first example of cine-substitution for 3-nitrocoumarins. Effective approach to the synthesis of 2H-chromen-2-ones containing 3-hydroxypyran-4-one fragment
Tetrahedron Letters. 2021. V.68. 152939 . DOI: 10.1016/j.tetlet.2021.152939 WOS Scopus OpenAlex

Web of science:	WOS:000631106000030
Scopus:	2-s2.0-85101632208
OpenAlex:	W3132803822

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OpenAlex	5
Scopus	5
Web of science	5