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

ω-Azido carbonyl compounds on reaction with trimethylsilyl iodide (in situ prepared from TMSCl/NaI) led to the formation of diazepine imines in good yields under mild conditions. This methodology has been applied to the parent unsubstituted pyrrolobenzodiazepine, the natural product DC-81 and its di...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Bioorganic & medicinal chemistry letters 2000-10, Vol.10 (20), p.2311-2313
Hauptverfasser:	Kamal, Ahmed, Laxman, E., Laxman, N., Venugopal Rao, N.
Format:	Artikel
Sprache:	eng
Schlagworte:	Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Antineoplastic agents Azepines - chemical synthesis Azepines - chemistry Benzodiazepines - chemical synthesis Benzodiazepines - chemistry Biological and medical sciences Chemistry Dimerization Exact sciences and technology General aspects Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Indicators and Reagents Medical sciences Molecular Structure Organic chemistry Oxidation-Reduction Pharmacology. Drug treatments Preparations and properties Pyrroles - chemical synthesis Pyrroles - chemistry Sodium Iodide Structure-Activity Relationship Triazoles - chemical synthesis Triazoles - chemistry Trimethylsilyl Compounds
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	ω-Azido carbonyl compounds on reaction with trimethylsilyl iodide (in situ prepared from TMSCl/NaI) led to the formation of diazepine imines in good yields under mild conditions. This methodology has been applied to the parent unsubstituted pyrrolobenzodiazepine, the natural product DC-81 and its dimers.
ISSN:	0960-894X 1464-3405
DOI:	10.1016/S0960-894X(00)00468-6