74744-28-8Relevant academic research and scientific papers
Control of the Propargylic Radical Stabilization by Carbon-Chain Length in Manganese(III)-Mediated Reactions of 1-Alken-3-ynes. - A Facile Synthetic Way to Long-Chain 4-Acetoxy-5-alkynoic Acids
Melikyan, Gagik G.,Mkrtchyan, Varsik M.,Badanyan, Shaliko O.,Vostrowsky, Otto,Bestmann, Hans Juergen
, p. 2037 - 2040 (2007/10/02)
By investigation of reactions of 1-alken-3-ynes RCC-CH=CH2 4 with acetic acid/ acetic anhydride, mediated by manganese(III) acetate, it has been found that the stabilization of propargylic radical adducts depends on the carbon-chain length of R in 4.R=C8H17 is shown to be the "critical" chain length when ligand transfer reaction appears to be the only way of stabilization of intermediates, thus providing a facile one-step access to long-chain 4-acetoxy-5-alkynoic caids.The dependence of the product ratios on the AcOH/Ac2O ratio has also been demonstrated. Key Words: 1-Alken-3-ynes / Manganese(III) acetate / Propargyl radical / Ligand-transfer reaction / Electron-transfer reaction
