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学術論文

Synthesis of Oxindoles by Brønsted Acid Catalyzed Radical Cascade Addition of Ketones

MPS-Authors
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Boess,  Esther
Research Group Klußmann, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Schweitzer-Chaput,  Bertrand
Research Group Klußmann, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Klussmann,  Martin
Research Group Klußmann, Max-Planck-Institut für Kohlenforschung, Max Planck Society;
Research Group Klußmann, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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引用

Boess, E., Karanestora, S., Bosnidou, A.-E., Schweitzer-Chaput, B., Hasenbeck, M., & Klussmann, M. (2015). Synthesis of Oxindoles by Brønsted Acid Catalyzed Radical Cascade Addition of Ketones. Synlett, 26(14), 1973-1976. doi:10.1055/s-0034-1381052.


引用: https://hdl.handle.net/11858/00-001M-0000-0029-2E66-7
要旨
Oxindoles bearing ketone side chains in the 3-position can be synthesized by BrOnsted acid catalysis from N-aryl methacrylamides, ketones, and hydroperoxides. The cyclized products are presumably formed in a radical cascade reaction, initiated by decay of intermediate alkenyl peroxides. In the case of acrylic substrates that do not undergo cyclization, -peroxyketones were isolated instead, indicating that the final cyclization step of the cascade does not take place in these cases.