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October 8, 2025Journal of Heterocyclic Chemistry2 citations

Collective Synthesis of Indole‐Derived Natural Products via Halogen Bond Donor Catalysis: Efficient Access to Arundine, Turbomycin B, and Arsindoline A Through 3,3′‐Bis(Indolyl)methane Assembly

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CEChibisree ElanchezhianJIJanani IlangoDBDiksha Bansal

Key Points

  • The method achieves high efficiency in synthesizing bioactive indole-derived natural products, emphasizing its utility.
  • Using carbon tetrabromide as a halogen bond donor, excellent yields were obtained for key compounds in mild conditions.
  • This sustainable protocol broadens the substrate scope and enhances access to indole derivatives, beneficial for medicinal chemistry.
  • The synthesized compounds closely resemble naturally occurring bioactive molecules, suggesting significant medicinal relevance.

Abstract

ABSTRACT Halogen bonding, a directional and tunable non‐covalent interaction, has recently gained attention as a sustainable alternative to hydrogen bonding in organic synthesis. Herein, we introduce a novel and sustainable halogen bond‐driven strategy for the synthesis of 3,3′‐bis(indolyl)methane (BIM) derivatives, employing carbon tetrabromide (CBr₄) as a halogen bond donor in acetonitrile. This metal‐free protocol operates under mild conditions, offering high efficiency, broad substrate scope, and excellent yields. By applying this method, we successfully synthesized BIMs, that closely resemble naturally occuring bioactive molecules such as arundine, turbomycin and arsindoline, highlighting the potential medicinal relevance of this approach.

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Cite This Study

Elanchezhian et al. (2025) studied this question.

synapsesocial.com/papers/68e5c1ba6950a706b22b5589https://doi.org/10.1002/jhet.70100
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