Kontaktujte nás | Jazyk: čeština English
Název: | Synthesis of novel 3-acyloxy-1,3-dihydro-2H-indol-2-ones and isomeric 4- acyl-1,4-dihydro-3,1-benzoxazin-2-ones: Double rearrangement of 3- hydroxyquinoline-2,4(1H,3H)-diones | ||||||||||
Autor: | Klásek, Antonín; Kořistek, Kamil; Polis, Jiří; Košmrlj, Janez | ||||||||||
Typ dokumentu: | Recenzovaný odborný článek (English) | ||||||||||
Zdrojový dok.: | Tetrahedron. 2000, vol. 56, issue 11, p. 1551-1560 | ||||||||||
ISSN: | 0040-4020 (Sherpa/RoMEO, JCR) | ||||||||||
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DOI: | https://doi.org/10.1016/S0040-4020(00)00057-0 | ||||||||||
Abstrakt: | Substituted 3-hydroxyquinoline-2,4(1H,3H)-diones 3 were transformed into 3-acyloxy-1,3-dihydro-2H-indol-2-ones 4 and isomeric 4-acyl-1,4-dihydro-3,1- benzoxazin-2-ones 5. The influence of the substituents and the reaction conditions on the course of the reaction was studied. In the proposed mechanism a double rearrangement takes place; α-ketol rearrangement of 3, leading to α-hydroxy-β-diketone intermediate 8, is followed by a rearrangement to the isomeric α-ketol-esters 4 and 5. (C) 2000 Elsevier Science Ltd. | ||||||||||
Plný text: | https://www.sciencedirect.com/science/article/pii/S0040402000000570 | ||||||||||
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