Coupled Domino Processes: Synthesis of 3,5,8-Trisubstituted Coumarins from Propargyl Vinyl Ethers

The generation of a small and representative library of 3,5,8-trisubstituted coumarins (21 compounds, 7 families, 3 groups) is described. The library was built from the corresponding propargyl vinyl ethers and three different 1,3-dicarbonyl derivatives using a one-pot coupled domino strategy. These...

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Veröffentlicht in:	Journal of organic chemistry 2013-09, Vol.78 (17), p.8853-8858
Hauptverfasser:	Tejedor, David, Cotos, Leandro, García-Tellado, Fernando
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkynes - chemistry Coumarins - chemical synthesis Coumarins - chemistry Ethers - chemistry Molecular Structure Vinyl Compounds - chemistry
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creator	Tejedor, David Cotos, Leandro García-Tellado, Fernando
description	The generation of a small and representative library of 3,5,8-trisubstituted coumarins (21 compounds, 7 families, 3 groups) is described. The library was built from the corresponding propargyl vinyl ethers and three different 1,3-dicarbonyl derivatives using a one-pot coupled domino strategy. These coumarins constitute a novel chemotype defined by the presence of a chemical handle in the pyranone ring and a varied substitution pattern adorning the aromatic ring, which includes fluorine- or oxygen-containing functionalities.
doi_str_mv	10.1021/jo401202z
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Org. Chem</addtitle><description>The generation of a small and representative library of 3,5,8-trisubstituted coumarins (21 compounds, 7 families, 3 groups) is described. The library was built from the corresponding propargyl vinyl ethers and three different 1,3-dicarbonyl derivatives using a one-pot coupled domino strategy. 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Org. Chem</addtitle><date>2013-09-06</date><risdate>2013</risdate><volume>78</volume><issue>17</issue><spage>8853</spage><epage>8858</epage><pages>8853-8858</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>The generation of a small and representative library of 3,5,8-trisubstituted coumarins (21 compounds, 7 families, 3 groups) is described. The library was built from the corresponding propargyl vinyl ethers and three different 1,3-dicarbonyl derivatives using a one-pot coupled domino strategy. These coumarins constitute a novel chemotype defined by the presence of a chemical handle in the pyranone ring and a varied substitution pattern adorning the aromatic ring, which includes fluorine- or oxygen-containing functionalities.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>23889146</pmid><doi>10.1021/jo401202z</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record>
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subjects	Alkynes - chemistry Coumarins - chemical synthesis Coumarins - chemistry Ethers - chemistry Molecular Structure Vinyl Compounds - chemistry
title	Coupled Domino Processes: Synthesis of 3,5,8-Trisubstituted Coumarins from Propargyl Vinyl Ethers
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