82027-45-0

Upstream product

• 920-66-1 1,1,1,3',3',3'-hexafluoro-propanol 
• 22979-35-7 Methyl phenyldiazoacetate 
• 60633-83-2 methyl (2S)‐2‐[(methylsulfonyl)oxy]‐2‐phenylacetate 
• 82027-15-4 methyl α-methanesulphonyloxybenzeneacetate 

Relevant academic research and scientific papers

Photoinduced Proton-Transfer Reactions for Mild O-H Functionalization of Unreactive Alcohols

Hexafluoroisopropanol is typically considered as an unreactive solvent and not as a reagent in organic synthesis. Herein, we report on a mild and efficient photochemical reaction of aryl diazoacetates with hexafluoroisopropanol that enables, under stoichiometric reaction conditions, the synthesis of fluorinated ethers in excellent yield. Mechanistic studies indicate there is a preorganization of hexafluoroisopropanol and the diazoalkane acts as an unreactive hydrogen-bonding complex. Only after photoexcitation does this complex undergo a protonation-substitution reaction to the reaction product. Investigations on the applicability of this photochemical transformation show that a broad variety of acidic alcohols can be subjected to this transformation and thus demonstrate the feasibility of this concept for O-H functionalization reactions (54 examples, up to 98 % yield).

Nucleophilic (Radio)Fluorination of α-Diazocarbonyl Compounds Enabled by Copper-Catalyzed H-F Insertion

The copper-catalyzed H-F insertion into α-diazocarbonyl compounds is described using potassium fluoride (KF) and hexafluoroisopropanol. Access to complex α-fluorocarbonyl derivatives is achieved under mild conditions, and the method is readily adapted to

Effect of α-carbomethoxy group on the reactivity of benzyl cations in solution

Substituted α-carbomethoxybenzyl cations have been generated upon 248- or 308-nm laser flash photolysis of appropriately substituted methyl phenyldiazoacetates in aqueous solution, 2,2,2-trifluoroethanol (TFE), or 1,1,1,3,3,3-hexafluoroisopropyl alcohol (