132091-74-8

Upstream product

• 2314-97-8 iodotrifluoromethane 
• 132091-64-6 C₁₆H₃₂GeO 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 19980-19-9 4-t-butyl-1-trimethylsilyloxy-1-cyclohexene 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 7360-39-6 1-acetoxy-4-tert-butylcyclohexene 
• 2926-29-6 Langlois reagent 
• 77412-96-5 1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 
• 66323-98-6 tert-butyl(4-tert-butylcyclohex-1-enyloxy)dimethylsilane 

Relevant academic research and scientific papers

Radical trifluoromethylation of ketone Li enolates

It has generally been believed that highly basic Li enolates cannot be applied as substrates for radical trifluoromethylation due to defluorination of the α-CF3 product. However, Li enolates can be in fact employed for radical trifluoromethylat

Facile radical trifluoromethylation of lithium enolates

(Chemical Equation Presented) Highly basic lithium enolates are shown to be applicable to radical trifluoromethylation. The reaction is extremely fast, and the minimum reaction time is ～1 s.

Electrochemical Synthesis of Fluorinated Ketones from Enol Acetates and Sodium Perfluoroalkyl Sulfinates

The electrochemical synthesis of fluorinated ketones from enol acetates and RfSO2Na in an undivided cell under constant current conditions was developed. The electrosynthesis proceeded via perfluoroalkyl radical generation from sodium perfluoroalkyl sulfinate followed by addition to the enol acetate and transformation of the resulting C radical to a fluorinated ketone. The method is applicable to a wide range of enol acetates and results in the desired products in yields of 20 to 85%.

Continuous flow α-trifluoromethylation of ketones by metal-free visible light photoredox catalysis

A continuous-flow, two-step procedure for the preparation of α-CF3-substituted carbonyl compounds has been developed. The carbonyl substrates were converted in situ into the corresponding silyl enol ethers, mixed with the CF3 radical source, and then irradiated with visible light using a flow reactor based on transparent tubing and a household compact fluorescent lamp. The continuous protocol uses Eosin Y as an inexpensive photoredox catalyst and requires only 20 min to complete the two reaction steps.

Zn-mediated rhodium-catalyzed α-trifluoromethylation of ketones via silyl enol ethers

The treatment of silyl enol ethers of ketones with CF3-I and Et2Zn in the presence of RhCl(PPh3)3 in DME gave α-trifluoromethyl ketones in good yields. The reaction can be widely applicable to silyl enol ethers

Reactions of perfluoroalkanesulfonyl chlorides with silyl enol ethers catalyzed by a ruthenium(II) phosphine complex

Reactions of trifluoromethane- and tridecafluorohexanesulfonyl chlorides with silyl enol ethers have been investigated in the presence of a ruthenium(II) phosphine complex. Perfluoroalkylation and chlorination occurred depending on the substituent of silyl enol ether; i.e. perfluoroalkylated compound was selectively obtained in the reactions with silyl enol ether possessing an electron-withdrawing group, on the other hand, chlorinated compounds selectively formed in the reaction with a silyl enol ether possessing electron-donating group.

TRIETHYLBORANE INDUCED PERFLUOROALKYLATION OF SILYL ENOL ETHERS OR GERMYL ENOL ETHERS WITH PERFLUOROALKYL IODIDES

Reaction of perfluoralkyl iodides with silyl enol ethers mediated by Et3B in the presence of a base provides perfluoroalkylated silyl enol ethers.Meanwhile, treatment of germyl enol ethers with perfluoroalkyl iodides affords α-perfluoroalkyl ketones in good yields.