2-Methyl-2-phenyl-3-oxoindolin-1-yloxyl and 2-methyl-2-phenyl-3-aryliminoin
dolin-1-yloxyl radicals react with nitric oxide in the absence and presence
of oxygen to form both substituted and unsubstituted N-nitro and N-nitroso
stable compounds as the main products, while mono and dinitro compounds ar
e formed in minor yields. In the presence of oxygen, the formation of the c
orresponding quinone imine N-oxide is observed. Mechanisms for the formatio
n of the reaction products are proposed and discussed, leading to new insig
hts into the chemistry of nitric oxide with aminoxyls. Crystal structures o
f 2-methyl-2-phenyl-N-nitrosoindolin-3-one and 2-methyl-2-phenyl-N-nitroind
olin-3-one have been determined.