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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 3
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SYNTHETIC COMMUNICATIONS REVIEWS

Silver-catalyzed monofluoromethylation of alkynoates with sodium monofluoroalkanesulfinate (CH2FSO2Na) to access 3-monofluoromethylated coumarins

Weijun FuCollege of Chemistry and Chemical Engineering, and Henan Key Laboratory of Fuction-Oriented Porous Materials, Luoyang Normal University, Luoyang, Henan, P. R. ChinaCorrespondence[email protected]
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,
Yana SunCollege of Chemistry and Chemical Engineering, and Henan Key Laboratory of Fuction-Oriented Porous Materials, Luoyang Normal University, Luoyang, Henan, P. R. ChinaView further author information
&
Xinyi LiCollege of Chemistry and Chemical Engineering, and Henan Key Laboratory of Fuction-Oriented Porous Materials, Luoyang Normal University, Luoyang, Henan, P. R. ChinaView further author information
Pages 388-398 | Received 17 Oct 2019, Published online: 08 Dec 2019
 
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Abstract

A silver-catalyzed cascade radical monofluoromethylation/5-exo cyclization/ester migration of alkynoates with sodium monofluoromethanesulfinate (CH2FSO2Na) to give a variety of 3-monofluoromethylated coumarins was investigated. The reaction was effectively promoted by silver catalyst and K2S2O8. Moreover, this method exhibits simplified operation, mild reaction conditions and excellent functional group compatibility.

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Funding

The Intercollegiate Key Scientific Research Projects of Henan Province [17B150006], the Science and Technology Research Project of Henan Province [172102310332], the aid Project for the Leading Young Teachers in Henan Provincial Institutions of Higher Education of China [2016GGJS-118] are warmly acknowledged for funding this work.

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