Kontaktujte nás | Jazyk: čeština English
Název: | Synthesis of 1,4-benzodiazepine-2,5-diones by base promoted ring expansion of 3-aminoquinoline-2,4-diones | ||||||||||
Autor: | Křemen, Filip; Gazvoda, Martin; Kafka, Stanislav; Proisl, Karel; Srholcová, Anna; Klásek, Antonín; Urankar, Damijana; Košmrlj, Janez | ||||||||||
Typ dokumentu: | Recenzovaný odborný článek (English) | ||||||||||
Zdrojový dok.: | Journal of Organic Chemistry. 2017, vol. 82, issue 1, p. 715-722 | ||||||||||
ISSN: | 0022-3263 (Sherpa/RoMEO, JCR) | ||||||||||
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DOI: | https://doi.org/10.1021/acs.joc.6b01497 | ||||||||||
Abstrakt: | An unprecedented reactivity of 3-aminoquinoline-2,4-diones is reported. Under basic conditions, these compounds undergo molecular rearrangement to furnish 1,4-benzodiazepine-2,5-diones. The transformations take place under mild reaction conditions by using 1,1,3,3-tetramethylguanidine, NaOEt, or benzyltrimethylammonium hydroxide as a base. A proposed mechanism of the rearrangement and the conformational equilibrium of 1,4-benzodiazepine-2,5-dione rings are discussed. | ||||||||||
Plný text: | http://pubs.acs.org/doi/full/10.1021/acs.joc.6b01497 | ||||||||||
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