Tetrahedron

Fluorination and chlorination of nitroalkyl groups

…, G Laval, H Loghmani-Khouzani, R Ranjbar-Karimi…

Index: Butler, Philip; Golding, Bernard T.; Laval, Gilles; Loghmani-Khouzani, Hossein; Ranjbar-Karimi, Reza; Sadeghi, Majid M. Tetrahedron, 2007 , vol. 63, # 45 p. 11160 - 11166

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Citation Number: 14

Abstract

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 ...