Silver-Promoted Radical Cascade Aryldifluoromethylation/Cyclization of 2-Allyloxybenzaldehydes for the Synthesis of 3-Aryldifluoromethyl-Containing Chroman-4-one Derivatives

Qianqian Sun; Hongxiao Li; Xingyu Chen; Jian Hao; Hongmei Deng; Haizhen Jiang

doi:10.3390/molecules28083578

Molecules (Apr 2023)

Silver-Promoted Radical Cascade Aryldifluoromethylation/Cyclization of 2-Allyloxybenzaldehydes for the Synthesis of 3-Aryldifluoromethyl-Containing Chroman-4-one Derivatives

Qianqian Sun,
Hongxiao Li,
Xingyu Chen,
Jian Hao,
Hongmei Deng,
Haizhen Jiang

Affiliations

Qianqian Sun: Department of Chemistry, Shanghai University, Shanghai 200444, China
Hongxiao Li: Department of Chemistry, Shanghai University, Shanghai 200444, China
Xingyu Chen: Department of Chemistry, Shanghai University, Shanghai 200444, China
Jian Hao: Department of Chemistry, Shanghai University, Shanghai 200444, China
Hongmei Deng: Laboratory for Microstructures, Shanghai University, Shanghai 200444, China
Haizhen Jiang: Department of Chemistry, Shanghai University, Shanghai 200444, China

DOI: https://doi.org/10.3390/molecules28083578
Journal volume & issue: Vol. 28, no. 8
p. 3578

Abstract

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A convenient silver-promoted radical cascade aryldifluoromethylation/cyclization of 2-allyloxybenzaldehydes has been developed. Experimental studies disclosed that the addition of aryldifluoromethyl radicals in situ produced from easily accessible gem-difluoroarylacetic acids to unactivated double bonds in 2-allyloxybenzaldehyde was an effective route to access a series of 3-aryldifluoromethyl-containing chroman-4-one derivatives in moderate to good yields under mild reaction conditions.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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