The reaction yield is high and can be conducted with low catalyst loadings for most substrates.
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DESCRIPTION: Molecules containing aniline and aniline derivatives are common in the pharmaceutical, agrochemical, and pigment industries and numerous methods for the preparation of anilines have been reported. Aniline derivatives containing electron-withdrawing substituents are more valuable in medicinal chemistry because anilines are prone to oxidation. The past methods to obtain fluorinated anilines, which also mitigate oxidation, have been limited and the yields were moderate. UC Berkeley researchers have developed a reaction for the coupling of primary fluoroalkyl amines with aryl bromides and aryl chlorides and occur in the presence of functional groups that are typically not tolerated by C-N coupling reactions. The reaction yield is high and can be conducted with low catalyst loadings for most substrates. ADVANTAGES: Reaction has a wide substrate scope, occurs under mild conditions with inexpensive reagents, pre-catalysts, and ligand Occurs in high yield and can be conducted with low catalyst loadings (<0.50 mol%) for most substrates Low nucleophilicity and low basicity of the weaker based used allow reaction to occur in the presence of functional groups that are not tolerated by C-N coupling reactions