Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations

Molecules

Ferdinand C. Fuchs¹  Gernot A. Eller¹ 

[1] 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.

关键词: thioflavone;    Sonogashira coupling;    ring closure reactions;    NMR spectroscopy;   

DOI  :  10.3390/molecules14093814

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.