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Synthesis of 2‐aminothiazoles containing 3‐hydroxypyran‐4‐one fragment based on condensation of substituted α‐arylaminoketones with thiourea Full article

Journal Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193
Output data Year: 2024, Volume: 61, Number: 10, Pages: 1531-1541 Pages count : 11 DOI: 10.1002/jhet.4876
Authors Komogortsev Andrey N. 1 , Melekhina Valeriya G. 1 , Milyutin Constantine V. 1 , Lichitsky Boris V. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Science Moscow Russia

Abstract: Condensation of α-arylaminoketones bearing 3-hydroxypyran-4-one fragment with thiourea was studied. Based on considered investigation, the method for the synthesis of terarylenes with 2-aminothiazole bridge was elaborated. The presented process is the first example of construction of thiazole core starting from α-aminoketone precursor. The advantages of developed approach are easily available starting materials and convenient isolation of target products avoiding chromatographic purification. The structure of one of prepared products was confirmed by x-ray analysis. The synthetic utility of obtained 2-aminothiazoles with allomaltol substituent was demonstrated by reaction at amino and hydroxyl groups.
Cite: Komogortsev A.N. , Melekhina V.G. , Milyutin C.V. , Lichitsky B.V.
Synthesis of 2‐aminothiazoles containing 3‐hydroxypyran‐4‐one fragment based on condensation of substituted α‐arylaminoketones with thiourea
Journal of Heterocyclic Chemistry. 2024. V.61. N10. P.1531-1541. DOI: 10.1002/jhet.4876 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:001270295000001
Scopus: 2-s2.0-85198703776
OpenAlex: W4400792622
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