17773-49-8Relevant academic research and scientific papers
Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water
Panchan, Waraporn,Chiampanichayakul, Supanimit,Snyder, Deanna L.,Yodbuntung, Siriporn,Pohmakotr, Manat,Reutrakul, Vichai,Jaipetch, Thaworn,Kuhakarn, Chutima
, p. 2732 - 2735 (2010)
The combination of (diacetoxy)iodobenzene (PhI(OAc)2, DIB) and lithium bromide (LiBr) efficiently oxidized cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters in good to excellent yields. The merits of this reaction are that it employs commercially available and non-explosive hypervalent iodine(III) reagent, water as the solvent, a short reaction time, and mild reaction conditions.
Photoinduced Molecular Transformations. Part 113. One-step Transformations of Cyclic Ethers into ω-Iodoalkyl Formates and of Aldehyde Cyclic Acetals into Monoesters of α,ω-Alkanediols by Iodoxyl Radical
Suginome, Hiroshi,Wang, Jian Bo
, p. 2825 - 2829 (2007/10/02)
The reaction of cyclic ethers with iodoxyl radical and iodine oxide gives the corresponding ω-iodoalkyl formates in one step; tetrahydrofuran can be transformed into ω-iodoalkyl formate in 31percent yield.Aldehyde cyclic acetals under conditions similar to the reaction of cyclic ethers lead to monoesters of α,ω-alkanediols in one step; cyclohexanecarboxaldehyde ethylene acetal gives 2-hydroxy cyclohexanecarboxylate in 60percent yield.The pathways leading to ω-iodoalkyl formatesand monoesters of α,ω-alkanediols are discussed based on the results of 18O-labelling studies with (18)OI and I2(18)O.
