Scheme 1.
Elaboration of acyl isocyanates (II) obtained from primary amides (I). Reagents and conditions: (a) i. 1.0 mmol of I, dry CH2Cl2, RT, 5 min, ii. 3.0 eq of (COCl)2, reflux 2.5–3 h, iii. RT, in vacuo solvent evaporation, (b) i. 1.1–1.25 eq of the appropriate nucleophile (IIIa-c), dry PhMe, reflux, 2.5–3 h, ii. RT, solvent evaporation.