Mechanochemical NH4Cl-Mediated Hydrogen-Bonding Network Reconstruction of HFIP: Enabling Yne-Allylic Substitutions

Key Points

• The aim is to explore a strategy for reconstructing hydrogen-bonding networks in HFIP using NH4Cl to enable yne-allylic substitutions.
• Utilized NH4Cl in a mechanochemical setup to recombine hydrogen-bonding networks in HFIP.
• Conducted mechanistic studies to clarify the operation's efficiency and effectiveness.
• Investigated various substrates for diverse yne-allylic substitutions.
• Successfully reconstructed the hydrogen-bonding network in HFIP, enhancing substitution efficiency.
• Demonstrated an increase in the variety of yne-allylic substitutions facilitated by the NH4Cl method.
• Achieved improved reaction conditions and outcomes compared to traditional methods.