Denitrocyclization in synthesis of dibenzo[b,f][1,4]thiazepin-11(10h)-ones and their derivatives

A convenient synthesis of the novel dibenzo[b,f][1,4]thiazepin‐11(10H)‐ones is reported. As a key step, the synthetic route includes intramolecular aromatic denitrocyclization of 2‐(2,4‐dinitro‐phenylsulfanyl)‐benzoic acid amides. Efficient procedures for denitrocyclization in the presence of differ...

Full description

Saved in:
Bibliographic Details
Published in:Journal of heterocyclic chemistry 2007-11, Vol.44 (6), p.1247-1251
Main Authors: Smirnov, Alexey V., Kalandadze, Levan S., Sakharov, Vladimir N., Dorogov, Mikhail V., Ivachtchenko, Alexander V.
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A convenient synthesis of the novel dibenzo[b,f][1,4]thiazepin‐11(10H)‐ones is reported. As a key step, the synthetic route includes intramolecular aromatic denitrocyclization of 2‐(2,4‐dinitro‐phenylsulfanyl)‐benzoic acid amides. Efficient procedures for denitrocyclization in the presence of different bases are developed. Reduction of the nitro group in the obtained heterocycles resulted in formation of primary amines, which were transformed into amides by acylation with different carboxylic acids. The synthesized compounds have a great potential of bioactivity and are useful objects for biomedicinal screening.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570440604