Next Article in Journal
Amides from Piper capense with CNS Activity – A Preliminary SAR Analysis
Next Article in Special Issue
Reactivity and Synthetic Applications of 4,5-Dicyanopyridazine: An Overview
Previous Article in Journal
On the Chemical Stabilities of Ionic Liquids
Previous Article in Special Issue
Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties
Article Menu

Article Versions

Export Article

Open AccessArticle
Molecules 2009, 14(9), 3814-3832; doi:10.3390/molecules14093814

Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations

Department of Drug and Natural Product Synthesis, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria
Dedicated to Prof. Peter Stanetty with best personal wishes on the occasion of his 65th birthday.
*
Author to whom correspondence should be addressed.
Received: 3 September 2009 / Revised: 11 September 2009 / Accepted: 21 September 2009 / Published: 25 September 2009
(This article belongs to the Special Issue Advances in Heterocyclic Chemistry)
Download PDF [213 KB, uploaded 18 June 2014]   |  

Abstract

The synthesis of several hitherto unknown heterocyclic ring systems derived from thioflavone is described. Coupling of various o-haloheteroarenecarbonyl chlorides with phenylacetylene gives 1-(o-haloheteroaryl)-3-phenylprop-2-yn-1-ones, which were treated with NaSH in refluxing ethanol to yield the corresponding bi- and tricyclic annelated 2-phenylthiopyran-4-ones. Detailed NMR spectroscopic investigations of the ring systems and their precursors are presented.
Keywords: thioflavone; Sonogashira coupling; ring closure reactions; NMR spectroscopy thioflavone; Sonogashira coupling; ring closure reactions; NMR spectroscopy
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Fuchs, F.C.; Eller, G.A.; Holzer, W. Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations. Molecules 2009, 14, 3814-3832.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top