Contact Us | Language: čeština English
Title: | Synthesis of 1,4-benzodiazepine-2,5-diones by base promoted ring expansion of 3-aminoquinoline-2,4-diones | ||||||||||
Author: | Křemen, Filip; Gazvoda, Martin; Kafka, Stanislav; Proisl, Karel; Srholcová, Anna; Klásek, Antonín; Urankar, Damijana; Košmrlj, Janez | ||||||||||
Document type: | Peer-reviewed article (English) | ||||||||||
Source document: | Journal of Organic Chemistry. 2017, vol. 82, issue 1, p. 715-722 | ||||||||||
ISSN: | 0022-3263 (Sherpa/RoMEO, JCR) | ||||||||||
Journal Impact
This chart shows the development of journal-level impact metrics in time
|
|||||||||||
DOI: | https://doi.org/10.1021/acs.joc.6b01497 | ||||||||||
Abstract: | 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. | ||||||||||
Full text: | http://pubs.acs.org/doi/full/10.1021/acs.joc.6b01497 | ||||||||||
Show full item record |