77894-24-7

Upstream product

• 38120-06-8 p-nitrobenzoate of 3-methyl-1-butanol 
• 763-32-6 2-methyl-1-buten-4-ol 
• 62-23-7 4-nitro-benzoic acid 
• 917509-93-4 3-methylbut-3-en-1-yl 4-nitrobenzoate 

Relevant academic research and scientific papers

Predictable site-selective radical fluorination of tertiary ethers

In this communication, we disclose the first example of metal-free and site-selective radical fluorination of readily available tertiary alkyl ethers, enabled by synergistic photocatalysis and organocatalysis. This catalytic combination allows for exclusi

Direct Hydrofluorination of Methallyl Alkenes Using a Methanesulfonic Acid/Triethylamine Trihydrofluoride Combination

The use of a methanesulfonic acid/triethylamine trihydrofluoride combination for the direct hydrofluorination of methallyl-containing substrates is reported. Under those metal-free conditions that use readily available, cheap, and easy to handle reagents,

Selective Radical Fluorination of Tertiary Alkyl Halides at Room Temperature

Direct fluorination of tertiary alkyl bromides and iodides with Selectfluor is described. The halogen-exchange fluorination proceeds efficiently in acetonitrile at room temperature under metal-free conditions and exhibits a wide range of functional group compatibility. Furthermore, the reactions are highly selective in that alkyl chlorides and primary and secondary alkyl bromides remain intact. A radical mechanism is proposed for this selective fluorination.

Selective Substitution of Aliphatic Remote Tetriary Hydrogens by Fluorine

Substitution of saturated hydrogens is a very desirable but difficult task.Elemental fluorine under suitable conditions, including a polar solvent and low temperatures, acts as an electrophile strong enough to react with saturated tetriary CH bonds of various aliphatic compounds.The regioselectivity and the readiness of the hydrogen substitution by fluorine are functions of the p-orbital contribution to the bond, in agreement with the electrophilic nature of the reaction.Apart from branched paraffins, oxygen- as well as nitrogen-containing aliphatic molecules can participate in the reaction, and various protecting groups and their effectiveness were examined.The role of the electron-withdrawing group on the selectivity was also evaluated.

THE EFFECT OF TWO ELECTRON-WITHDRAWING GROUPS ON REMOTE TERTIARY HYDROGENS SUSCEPTIBLE TO ELECTROPHILIC FLUORINATION USING F2

The direct electrophilic fluorination of unactivated remote tertiary hydrogens is effected by the number, natur and distance of electron-withdrawing groups.The effect of these groups on reducing electron density of the tertiary C-H bond seems to be additi

SELECTIVE FLUORINATION ON TERTIARY CARBON-HYDROGEN SINGLE BONDS IN THE ALIPHATIC SERIES

Fluorine acts as an electrophile and, as such, reacts with remote and unactivated tertiary hydrogens in aliphatic alcohols and acids, resulting in the corresponding fluorine derivatives.