Nucleophilic substitution aromatic ortho nitro
Ortho nitro groups have activating effect on nucleophilic substitution.
SMARTS: [c;$(c1c(N(~O)~O)cccc1):1][Cl,F].[N;$(NC);!$(N=*);!$([N-]);!$(N#*);!$([ND3]);!$([ND4]);!$(N[c,O]);!$(N[C,S]=[S,O,N]):2]>>[c:1][N:2]
Conditions
Reactant 1: nitrobenzene.
Reactant 2: primary or secondary halide.
R1, R2: aryl. X: Cl, F.
References
Schuerer et. al., J chem Inf Model, 2005, 45, 239-248.
Other sources
Organic chemistry