Scheme 3.
Reagents and conditions: (i) toluene, Pd(PPh3)4; (ii) DMF-POCl3; (iii) 3,4-diaminobenzonitrile, sodium bisulfite, DMF, reflux; (iv) NBS, DMF; (v) 4-cyanophenylboronic acid, Pd(PPh3)4; (vi) 4-bromobenzonitrile, KOAc, Pd(PPh3)4, 125–135 °C.
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