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Base-catalyzed one-pot synthesis of dispiro-1,3-dioxolane bisoxindoles from N-methylisatin and methyl propiolate
Authors:Su Yeon Kim  Hwa Jung Roh  Da Young Seo  Ji Yeon Ryu  Junseong Lee  Jae Nyoung Kim
Institution:Department of Chemistry and Institute of Basic Science, Chonnam National University, Gwangju 500-757, Republic of Korea
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.
Keywords:Bisoxindoles  1  3-Dioxolanes  Isatin  Methyl propiolate
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