Fluorination and chlorination of nitroalkyl groups
P Butler, BT Golding, G Laval, H Loghmani-Khouzani… - Tetrahedron, 2007 - Elsevier
Heterocycles substituted with a nitromethyl (CH2NO2) or phenyl-nitromethyl (CHPhNO2)
group were prepared by reaction of a methyl-or phenylmethyl-substituted heterocycle,
respectively, with lithium di-isopropylamide followed by quenching the intermediate
carbanion with methyl nitrate. Conversion of CH2NO2 attached to an alkyl or aryl moiety into
a dichloronitromethyl (CCl2NO2) group was achieved using N-chlorosuccinimide and 1, 8-
diazabicyclo [5.4. 0] undec-7-ene (DBU) in dichloromethane. Similarly, CH2NO2 attached to …
group were prepared by reaction of a methyl-or phenylmethyl-substituted heterocycle,
respectively, with lithium di-isopropylamide followed by quenching the intermediate
carbanion with methyl nitrate. Conversion of CH2NO2 attached to an alkyl or aryl moiety into
a dichloronitromethyl (CCl2NO2) group was achieved using N-chlorosuccinimide and 1, 8-
diazabicyclo [5.4. 0] undec-7-ene (DBU) in dichloromethane. Similarly, CH2NO2 attached to …
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