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February 5, 2026Organic Letters3 citations

(Vinyl tosyloxy)benziodolium Salts: Divergent Construction of Conjugated Diene Derivatives via Sequential Coupling Reactions

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CPCheng PanHKHamza KhanXLXiaoting Liu

Key Points

  • The aim is to synthesize conjugated diene derivatives using (vinyl tosyloxy)benziodolium salts through sequential coupling reactions.
  • Synthesis of conjugated diene derivatives using Mizoroki-Heck reaction.
  • Subsequent coupling reactions to yield polycyclic aromatic conjugated diene derivatives.
  • Derivatization of ester-substituted conjugated dienes to synthesize ortho-iodoarylpyranones.
  • Oxidation of ortho-iodoarylpyranones to create cyclic arylidonium salts.
  • Successfully synthesized multiple conjugated diene derivatives.
  • Created polycyclic aromatic conjugated diene derivatives through sequential reactions.
  • Synthesized ortho-iodoarylpyranones from conjugated dienes.
  • Produced cyclic arylidonium salts which can be used as reagents for further reactions.

Abstract

Using (vinyl tosyloxy)benziodolium salts, we divergently synthesized a series of conjugated diene derivatives with the Mizoroki-Heck reaction. Subsequent coupling reactions of these dienes provide access to polycyclic aromatic conjugated diene derivatives. Derivatization of ester-substituted conjugated dienes enabled the synthesis of ortho-iodoarylpyranones. Further oxidation of ortho-iodoarylpyranones furnishes cyclic arylidonium salts, which serve as versatile reagents for polycyclic aromatic hydrocarbons.

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Cite This Study

Pan et al. (2026) studied this question.

synapsesocial.com/papers/698433a5f1d9ada3c1fb0e75https://doi.org/10.1021/acs.orglett.5c05448
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