Synthesis of 2-arylacrylic esters from aryl methyl ketones via Wittig reaction/singlet oxygen ene reaction |
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Authors: | Sangjoon ParkDongsik Yang Kyoung Tae KimHeung Bae Jeon |
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Affiliation: | Department of Chemistry, Kwangwoon University, Seoul 139 701, Republic of Korea |
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Abstract: | An efficient synthetic method has been developed for the synthesis of 2-arylacrylic esters from the corresponding aryl methyl ketones via Wittig reaction and singlet oxygen ene reaction. Wittig reaction to aryl methyl ketones with (methoxymethyl)triphenylphosphonium chloride in basic condition afforded the methyl enol ethers, and then 2-arylacrylic esters were obtained by singlet oxygen ene reaction, followed by tosylation and elimination in one-pot to the methyl enol ethers in good yields. |
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Keywords: | 2-Arylacrylic ester Aryl methyl ketone Methyl enol ether Wittig reaction Singlet oxygen ene reaction |
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