Modular Total Synthesis of the 5/5-Spirocyclic Spiroindimicins

Organic Letters
2023.0

Abstract

Total syntheses of the 5/5-spirocyclic indoline alkaloids (+/-)-spiroindimicins B, C, D, E, F, and G have been achieved via a modular approach. Our route features direct coupling of halogenated pyrrolemetal and isatin partners, Suzuki coupling to append the indole unit, Lewis acid-mediated spirocyclization, and divergent functionalization to give various family members. These syntheses are concise (six or seven steps from commercial materials) and highly amenable to analogue synthesis.

DOI： 10.1021/acs.orglett.3c03131

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