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March 7, 2026Organic Letters0 citations

Dual-Activated Hydrocarboxylation of Acrylamides with Formate Salts via Radical–Radical Cross-Coupling

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XWXin-Yue WangYHYou-An HaoYLYanfang Li

Key Points

  • The study aims to develop a new method for hydrocarboxylation of acrylamides using radical-radical cross-coupling techniques.
  • Developed a dual-activation strategy for alkene hydrocarboxylation
  • Used an iron center to promote EDA complex formation
  • Facilitated enol tautomerization to generate a stable allylic radical
  • Assessed the process in generating succinamic and sulfamoyl propanoic acids
  • Successfully demonstrated direct intermolecular coupling over cyclization
  • Achieved a green route for synthesizing important compounds
  • Established a controllable method for photochemical C-C bond formation

Abstract

A novel dual-activation strategy for alkene hydrocarboxylation via radical-radical cross-coupling has been developed. This approach synchronously generates an alkenyl radical and CO2•-, favoring direct intermolecular coupling over cyclization. The Lewis acidic iron center could promote the formation of an EDA complex and catalyze enol tautomerization to a persistent allylic radical. This mild protocol provides a green route to succinamic acids and sulfamoyl propanoic acids and a new paradigm for controllable photochemical C-C bond formation.

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Cite This Study

Wang et al. (2026) studied this question.

synapsesocial.com/papers/69abc1235af8044f7a4e9ccdhttps://doi.org/10.1021/acs.orglett.6c00240
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