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. 2019 Mar 7;24(5):946. doi: 10.3390/molecules24050946

Scheme 1.

Scheme 1

Reagents and conditions: (a) 4-Cyanophenylboronic acid, Pd(PPh3)4, Na2CO3/H2O, dioxane, reflux. (b) 3-Amino-4-allkyl or aryl aminobenzonitrile, sodium metabisulfite, DMF, reflux. (c) i. LiN(TMS)2/THF, rt ii. HCl/ethanol. (d) RNH2/EtOH or Cs2CO3/DMA. (e) 4-cyanophenylboronic acid, Pd(PPh3)4, Na2CO3/H2O, dioxane, reflux. (f) SnCl2/EtOH, reflux. (g) Na2S2O5/DMSO, 130 °C (h) i. LiN(TMS)2/THF, ii-HCI/EtOH.