title: Synthesis of 1,4-Benzodiazepine-2,5-diones by Base Promoted Ring Expansion of 3-Aminoquinoline-2,4-diones.
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.
authors: Department of Chemistry, Faculty of Technology, Tomas Bata University , Zlín 76272, Czech Republic.
authors: Filip
authors: F
authors: Křemen
authors: Faculty of Chemistry and Chemical Technology, University of Ljubljana , Večna pot 113, Ljubljana SI 1000, Slovenia.
authors: Martin
authors: M
authors: Gazvoda
authors: Department of Chemistry, Faculty of Technology, Tomas Bata University , Zlín 76272, Czech Republic.
authors: Stanislav
authors: S
authors: Kafka
authors: Department of Chemistry, Faculty of Technology, Tomas Bata University , Zlín 76272, Czech Republic.
authors: Karel
authors: K
authors: Proisl
authors: Department of Chemistry, Faculty of Technology, Tomas Bata University , Zlín 76272, Czech Republic.
authors: Anna
authors: A
authors: Srholcová
authors: Department of Chemistry, Faculty of Technology, Tomas Bata University , Zlín 76272, Czech Republic.
authors: Antonín
authors: A
authors: Klásek
authors: Faculty of Chemistry and Chemical Technology, University of Ljubljana , Večna pot 113, Ljubljana SI 1000, Slovenia.
authors: Damijana
authors: D
authors: Urankar
authors: Faculty of Chemistry and Chemical Technology, University of Ljubljana , Večna pot 113, Ljubljana SI 1000, Slovenia.
authors: Janez
authors: J
authors: Košmrlj