Tetrahedron p. 13285 - 13300 (1999)
Update date:2022-07-30
Topics:
Belfield, Andrew J.
Brown, George R.
Foubister, Alan J.
Ratcliffe, Paul D.
Substitution by amines of fluorobenzenes containing a meta- substituted electron withdrawing group (EWG), in DMSO at 100 °C over 60 h gave meta-substituted aniline derivatives in isolated yields of up to 98%. The scope of the reaction is explored in terms of reaction conditions and substrates. It is postulated that facile meta-substitutions are facilitated through field stabilisation of the intermediate anion by EWG substituents.
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