Premium
Synthesis of Pyridodiazepinediones by Using the Ugi Multicomponent Reaction
Author(s) -
Van den Bogaert An M.,
Nelissen Jo,
Ovaere Margriet,
Van Meervelt Luc,
Compernolle Frans,
De Borggraeve Wim M.
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000549
Subject(s) - chemistry , isocyanide , ugi reaction , diazepine , combinatorial chemistry , broad spectrum , reaction conditions , stereochemistry , organic chemistry , ring (chemistry) , catalysis
Benzodiazepines show a broad spectrum of biological activities. In an ongoing effort to extend molecular diversity in this type of systems, we developed a strategy for synthesizing3,4‐dihydro‐1 H ‐pyrido[2,3‐ e ][1,4]diazepine‐2,5‐dione compounds starting from 2‐hydroxynicotinic acid and by using an Ugi reaction as a key step in the synthesis. We opted to use 2‐isocyanophenyl benzoate instead of Armstrong's convertible isocyanide in this multicomponent reaction.