128644-88-2

Upstream product

• 5856-89-3 lithium diphenylamide 
• 340-97-6 N,N-Diphenyl- 
• 67-56-1 methanol 
• 128644-94-0 N-(2,2-Difluoroethyl)-N,N-diphenylamine 
• 110972-14-0 N-(phenyl)-N-(2,2,2-trifluoroethyl)benzenamine 

Downstream Products

• 128644-92-8 trans-1-Phenyl-2-(difluoromethyl)-4-(p-tolyl)-1,2,3,4-tetrahydroquinoline 
• 128644-93-9 2-(Difluoromethyl)-1,4-diphenyl-1,2-dihydroquinoline 
• 128644-91-7 (2S,4S)-2-Difluoromethyl-1,4-diphenyl-1,2,3,4-tetrahydro-quinoline 

Relevant academic research and scientific papers

Electrolytic Reactions of Fluoroorganic Compounds. 14. Regioselective Anodic Methoxylation of N-(Fluoroethyl)amines. Preparation of Highly Useful Fluoroalkylated Building Blocks

Anodic methoxylation of various types of N-(fluoroethyl)amines, ArRNCH2Rf (Rf = CF3, CHF2, CH2F, etc.) has been systematically studied and it was found that a methoxy group was exclusively or preferentially introduced into the position α to the fluoromethyl (Rf) group, depending on the Rf and R groups.The effect of the Rf group on the promotion of the anodic α-methoxylation decreased in the order CF3, CHF2, and CH2F.This remarkable promotion effect and unique regioselectivity can be explained mainly in terms of the α-CH kinetic acidities of the cation radicals formed by one-electron oxidation of the amines.The α-methoxylated products are highly useful precursors for the construction of carbon-carbon bonds α to the trifluoromethyl and difluoromethyl groups, which is difficult by other methods.

CATIONIC POLAR CYCLOADDITION WITH ANODICALLY PREPARED α-TRI- and α-DIFLUOROMETHYLATED N,O-ACETALS: PREPARATION OF FLUOROMETHYLATED TETRA- and DIHYDROQUINOLINE DERIVATIVES

Anodically prepared α-tri- and α-difluoromethylated N,O-acetals readily underwent ++2> type polar cycloadditions with styrenes and phenylacetylene in the presence of a Lewis acid to provide the corresponding fluoromethylated tetra- and dihydr