Base-catalyzed one-pot synthesis of dispiro-1,3-dioxolane bisoxindoles from N-methylisatin and methyl propiolate |
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Authors: | Su Yeon Kim Hwa Jung Roh Da Young Seo Ji Yeon Ryu Junseong Lee Jae Nyoung Kim |
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Institution: | Department of Chemistry and Institute of Basic Science, Chonnam National University, Gwangju 500-757, Republic of Korea |
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Abstract: | Base-catalyzed domino reaction between N-methylisatin and methyl propiolate afforded four diastereomeric dispiro-1,3-dioxolane bisoxindoles. The reaction mechanism involved sequential 1,2-addition of acetylide anion to the carbonyl group of isatin, 1,2-addition of the resulting oxyanion to a second molecule of isatin, and the final 5-exo-dig cyclization process. |
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Keywords: | Bisoxindoles 1 3-Dioxolanes Isatin Methyl propiolate |
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