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January 18, 2026Applied Organometallic Chemistry1 citations

Synthesis of Benzo3,4azepino1,2‐ a indoles via Rh (III)‐Catalyzed NH ‐Indole‐Directed C‐H/N‐H 4+3 Annulation of 2‐Phenylindoles With Methyleneoxetanones

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PLPiao LuSZSiqi ZhangLLLeipeng Lu

Key Points

  • The aim is to synthesize benzo[3,4]azepino[1,2-a]indoles through a regioselective rhodium-catalyzed process.
  • Employ rhodium-catalyzed NH-indole-directed C–H coupling with 2-arylindoles and methyleneoxetanones.
  • Use TsCl/DMAP for intramolecular amidation post-coupling.
  • Demonstrate functional group tolerance in the synthesis.
  • Successfully synthesized diverse indole-fused seven-membered ring architectures.
  • Yielded products in gram quantities, indicating scalability.
  • Showed excellent functional group tolerance during the reaction process.

Abstract

ABSTRACT A regioselective rhodium‐catalyzed NH ‐indole‐directed C–H coupling of 2‐arylindoles with methyleneoxetanones, followed by TsCl/DMAP‐mediated intramolecular amidation leading to biologically relevant benzo3,4azepino1,2‐ a indoles bearing a fused seven‐membered ring is presented. Excellent functional group tolerance is demonstrated, yielding diverse indole‐fused seven‐membered‐ring architectures and providing gramme quantities of products through scalability.

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Cite This Study

Lu et al. (2026) studied this question.

synapsesocial.com/papers/696c77f1eb60fb80d1396213https://doi.org/10.1002/aoc.70520
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