Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines via reductive cyclization of omega-azido carbonyl compounds by TMSI: An efficient preparation of antibiotic DC-81 and its dimers

Authors
Kamal, A Laxman, E Laxman, N Rao, NV
Citation
A. Kamal et al., Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines via reductive cyclization of omega-azido carbonyl compounds by TMSI: An efficient preparation of antibiotic DC-81 and its dimers, BIOORG MED, 10(20), 2000, pp. 2311-2313
Citations number
32
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
20
Year of publication
2000
Pages
2311 - 2313
Database
ISI
SICI code
0960-894X(20001016)10:20<2311:SOPVRC>2.0.ZU;2-1
Abstract
omega -Azido carbonyl compounds on reaction with trimethylsilyl iodide (in situ prepared from TMSC1/NaI) led to the formation of diazepine imines in g ood yields under mild conditions. This methodology has been applied to the parent unsubstituted pyrrolobenzodiazepine, the natural product DC-81 and i ts dimers. (C) 2000 Elsevier Science Ltd. All rights reserved.