Nitroxide chemistry. Part IV. Reaction of bistrifluoromethyl nitroxide with aldehydes

Publisher Website
Google Scholar
Abstract
Bistrifluoromethyl nitroxide abstracts aldehydic hydrogen atoms from acetaldehyde, propionaldehyde, pivalaldehyde, benzaldehyde, m- and p-tolualdehyde, terephthalaldehyde, and pentafluorobenzaldehyde with great ease, to give NN-bistrifluoromethylhydroxylamine and the corresponding (bistrifluoromethylamino-oxy)carbonyl-alkane or -arene in almost quantitative yields. Basic hydrolysis of the carbonyl compounds ArCO2·N(CF3)2(Ar = Ph or C6F5) yields the corresponding arenecarboxylic acids, and attack of bistrifluoromethyl nitroxide on the phenyl compound at elevated temperature leads to nuclear substitution with the formation of (bistrifluoromethylamino-oxy)[(bistrifluoromethylamino-oxy)carbonyl]benzenes.

This publication has 0 references indexed in Scilit: