Categories: C-H Bond Formation >
Reduction of amides to imines
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Recent Literature

A chemoselective activation of a secondary amide with triflic anhydride in the
presence of 2-fluoropyridine enables a mild reduction using triethylsilane, a
cheap and rather inert reagent. Imines can be isolated after a basic workup or
readily transformed to the aldehydes following an acidic workup. The amine
moiety can be accessed by addition of Hantzsch ester to the reaction mixture.
G. Pelletier, W. S. Bechara, A. B. Charette, J. Am. Chem. Soc., 2010,
132, 12817-12819.
