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January 24, 2026Asian Journal of Organic Chemistry1 citations

4+2 Annulation Reaction of Indole‐2‐Carboxamides With Vinylsulfonium Salts: Synthesis of Pyrazinoindolones

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WWWei WangRLRongrong LiYCYuexiu Cao

Key Points

  • To develop a base-promoted annulation reaction for synthesizing pyrazinoindolones from indole-2-carboxamides and vinylsulfonium salts.
  • Base-promoted [4+2] annulation reaction
  • Utilization of indole-2-carboxamides and vinylsulfonium salts
  • Yield determination ranging from 39% to 96%
  • Exploration of [3+2]/[2+1] pathways with benzimidazole-derived acrylonitriles.
  • Synthesis of pyrazinoindolones achieved with yields between 39% and 96%
  • High chemoselectivity observed in the reactions
  • Alternative products like benzimidazole-fused azabicyclo[3.1.0]hexanes also synthesized.

Abstract

ABSTRACT A base‐promoted 4+2 annulation reaction between indole‐2‐carboxamides and vinylsulfonium salts has been developed, affording the pyrazinoindolones in 39%–96% yields with high chemoselectivity. The synthesis strategy of vinylsulfonium salts can also approach to benzimidazole‐fused azabicyclo3.1.0hexanes via a 3+2/2+1 annulation process with benzimidazole‐derived acrylonitriles as the reaction partners.

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Cite This Study

Wang et al. (2026) studied this question.

synapsesocial.com/papers/6974602bbb9d90c67120a02ahttps://doi.org/10.1002/ajoc.70304
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