Two different modes of cyclization take place to synthesize quinazoline, quinazolinone, and 1,3‐diazaspiro[5.5]undec‐1‐ene derivatives through the Lewis‐acid‐catalysed activation of both aliphatic and aromatic nitriles in a single‐step, solvent‐free, and transition‐metal‐free reaction. An amidine is expected to form as an intermediate; this then undergoes intramolecular cyclization in a one‐pot reaction sequence. The reaction is carried out under microwave irradiation using trimethylsilyltrifluoromethane sulfonate (TMSOTf) as a catalyst and nitriles as a nitrogen source with the respective reaction partners.
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