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

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; in revised form: 11 September 2009 / Accepted: 21 September 2009 / Published: 25 September 2009
(This article belongs to the Special Issue Advances in Heterocyclic Chemistry)
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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

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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.

AMA Style

Fuchs FC, Eller GA, Holzer W. Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations. Molecules. 2009; 14(9):3814-3832.

Chicago/Turabian Style

Fuchs, Ferdinand C.; Eller, Gernot A.; Holzer, Wolfgang. 2009. "Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations." Molecules 14, no. 9: 3814-3832.

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