The reaction of 3‐[N‐(alk‐2‐enyl)benzylamino]‐2‐cyanoacroleins 9 with primary amines 12 and 13 gave 4,5‐dihydro‐1H‐azepines 14 and 15 stereoselectively, through an intramolecular ene reaction of the imine derivatives of 9. Similarly, carbonyl‐ene reaction of acrolein derivatives 9, and olefin‐ene reaction of their conjugated diene compounds 22, and 24‐27 are also discussed. These ene reactions established an efficient synthetic approach toward monocyclic azepine ring formation.
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