Issue 17, 2022

Sulphur ylide-mediated cyclopropanation and subsequent spirocyclopropane rearrangement reactions

Abstract

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.

Graphical abstract: Sulphur ylide-mediated cyclopropanation and subsequent spirocyclopropane rearrangement reactions

Supplementary files

Article information

Article type
Communication
Submitted
09 Mar 2022
Accepted
14 Mar 2022
First published
23 Mar 2022

Org. Biomol. Chem., 2022,20, 3486-3490

Sulphur ylide-mediated cyclopropanation and subsequent spirocyclopropane rearrangement reactions

Q. Dai, J. Li, Q. Wang, S. Yang, Y. Tao, M. He, Q. Li, B. Han and X. Zhang, Org. Biomol. Chem., 2022, 20, 3486 DOI: 10.1039/D2OB00466F

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