10.1016/j.tetlet.2006.06.121
The research focuses on the one-pot synthesis of aldehydes or ketones from carboxylic acids through the in situ generation of Weinreb amides using the Deoxo-Fluor reagent. The methodology involves the conversion of carboxylic acids to corresponding aldehydes and ketones with high yield, highlighting the efficiency of Weinreb amides in nucleophilic reactions with DIBAL-H and Grignard reagents. The experiments utilized various carboxylic acids, including aliphatic, aromatic, and unsaturated types, along with N,O-dimethylhydroxylamine and iPr2NEt as reactants. The Deoxo-Fluor reagent was employed to generate Weinreb amides in situ, which were then reacted with organometallic reagents to produce ketones or aldehydes. The analyses used to determine the yield and purity of the products included gas chromatography (GC), mass spectrometry (GC–MS), and nuclear magnetic resonance spectroscopy (1H and 13C NMR).