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September 10, 2025Organic Letters

Unlocking Cyclic Carbonates as Butadiene Surrogates in Pd-Catalyzed Mizoroki–Heck Reactions

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Authors

MSM. SekarTGThirumanavelan Gandhi

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Overview

This modular strategy demonstrates the synthesis of 1,3-dienes in green solvent, indicating a novel use for cyclic carbonates.

Key Points

  • The protocol successfully produces 1,3-diene derivatives without using traditional butadiene, improving safety and sustainability.
  • Key intermediates are created through decarboxylation of vinyl ethylene carbonate, leading to phenylboronic acid interception.
  • Synthesis achieved in 2-Me-THF demonstrates the potential of green solvents in organic reactions, improving environmental impact.
  • The strategy showcases the versatile nature of cyclic carbonates as diene surrogates in chemical synthesis.

Cite This Study

Sekar et al. (2025) studied this question.

synapsesocial.com/papers/68c1d22854b1d3bfb60f7821https://doi.org/10.1021/acs.orglett.5c03153
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Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 1Sustainable Mizoroki–Heck Cross-Coupling Using a Pd(II)-Polymer as Precatalyst in 1-Butanol2026
  2. 2Chemo‐, Regio‐ and Stereoselective Preparation of (Z)‐2‐Butene‐1,4‐Diol Monoesters via Pd‐Catalyzed Decarboxylative Acyloxylation2024 · 2 citations
  3. 3Palladium‐Catalyzed Asymmetric Synthesis of Methylidene Cyclobutanes via Enantioselective Intramolecular Heck‐Type Reactions2026
  4. 4Pd(0)-Catalyzed EnantioselectiveFormal Normal-Electron-DemandCross-[4 + 2] Cycloadditions of Morita–Baylis–HillmanCarbonates with 1,3-Dienes2026
  5. 5Palladium-Catalyzed Unsymmetrical bis-Allylation of Active Methylene Compounds Using Vinyl Sulfoxonium Ylides and Allyl Esters2026