Sulphur ylide-mediated cyclopropanation and subsequent spirocyclopropane rearrangement reactions.

The efficient construction of cyclopropyl spiroindoline skeletons and the exploration of related follow-up synthetic transformations have elicited considerable interest amongst members of the chemistry community. Here, we describe a formal (2 + 1) annulation and three-component (1 + 1 + 1) cascade cyclisation via sulphur ylide cyclopropanation under mild conditions. The spiro-cyclopropyl iminoindoline moiety can be readily transformed into another medicinally interesting pyrrolo[3,4-c]quinoline framework through a novel rearrangement process.

Citation

Qing-Song Dai, Jun-Long Li, Qi-Wei Wang, Si-Lin Yang, Ying-Mao Tao, Mei-Hao He, Qing-Zhu Li, Bo Han, Xiang Zhang. Sulphur ylide-mediated cyclopropanation and subsequent spirocyclopropane rearrangement reactions. Organic & biomolecular chemistry. 2022 May 04;20(17):3486-3490

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PMID: 35388864

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