Selective synthesis of 3-formylbenzofuran and 3-acylbenzofuran using a chalcone rearrangement strategy |
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Authors: | Akira Nakamura Akira Imamiya Yuichiro Ikegami Fei Rao Harumi Yuguchi Yasuyoshi Miki Tomohiro Maegawa |
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Affiliation: | School of Pharmaceutical Sciences, Kindai University, 3-4-1 Kowakae, Higashi-osaka Osaka 577-8502 Japan, |
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Abstract: | We developed a method for highly selective synthesis of two benzofuran isomers, by rearranging and subsequently transforming 2-hydroxychalcones. Depending on the reaction conditions, synthesis of 3-formylbenzofurans, unconventional products, and 3-acylbenzofurans was achieved through cyclized 2,3-dihydrobenzofurans obtained from the rearranged products. The facile synthesis of 3-formylbenzofurans facilitated synthesis of the natural product, puerariafuran, from the corresponding chalcone.A method for the highly selective synthesis of two benzofuran isomers, 3-formylbenzofurans and 3-acylbenzofurans, by rearranging and subsequently transforming 2-hydroxychalcones has been developed. |
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