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硫代黄酮的杂环类似物：合成与核磁共振光谱研究

Heterocyclic analogs of thioflavones: synthesis and NMR spectroscopic investigations.

作者信息

Fuchs Ferdinand C, Eller Gernot A, Holzer Wolfgang

机构信息

Department of Drug and Natural Product Synthesis, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria.

出版信息

Molecules. 2009 Sep 25;14(9):3814-32. doi: 10.3390/molecules14093814.

DOI:10.3390/molecules14093814
PMID:19783958
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6255036/
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.

摘要

本文描述了几种源自硫代黄酮的迄今未知的杂环体系的合成。各种邻卤代杂芳基甲酰氯与苯乙炔偶联得到1-(邻卤代杂芳基)-3-苯基丙-2-炔-1-酮，将其在回流乙醇中用硫氢化钠处理，得到相应的双环和三环稠合的2-苯基硫代吡喃-4-酮。文中还给出了这些环体系及其前体的详细核磁共振光谱研究。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/a3f6ea93d8bf/molecules-14-03814-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/8d7daa338081/molecules-14-03814-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/09cdaa2da316/molecules-14-03814-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/c0f72ee11c89/molecules-14-03814-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/6a435537e3d7/molecules-14-03814-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/4c0538f1515a/molecules-14-03814-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/5a2900a9cc13/molecules-14-03814-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/a3f6ea93d8bf/molecules-14-03814-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/8d7daa338081/molecules-14-03814-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/09cdaa2da316/molecules-14-03814-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/c0f72ee11c89/molecules-14-03814-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/6a435537e3d7/molecules-14-03814-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/4c0538f1515a/molecules-14-03814-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/5a2900a9cc13/molecules-14-03814-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd4b/6255036/a3f6ea93d8bf/molecules-14-03814-g002.jpg

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