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Synthesis of substituted 4-amino-2-benzezepin-3-ones via N-acyliminium ion cycliations.

  • August 18, 2005

Two versatile syntheses of 1- and 1,2-disubstituted 2-benzazepinones are presented, using N-acyliminium ions as reactive intermediates. The methodology for 1-substitution is based on the synthesis of benzotriazole adducts, which are cyclized upon ­addition of AlCl3. The simultaneous introduction of 1- and 2-sub­stitions is realized by an N-acylation of an imine.

 

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