2-Benzazepines. I. Synthesis of 2-benzazepin-4-ones and-5-ones via 2-acetylenic benzophenones

…, E Reeder, JF Blount, A Walser, RI Fryer

Index: Trybulski, Eugene J.; Reeder, Earl; Blount, John F.; Walser, Armin; Fryer, R. Ian Journal of Organic Chemistry, 1982 , vol. 47, # 12 p. 2441 - 2447

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Citation Number: 15

Abstract

The preparation of l-phenyl-2-benzazepin-4-ones and-5-ones is discussed. The palladium- catalyzed coupling of an iodobenzophenone to a monosubstituted acetylene assembles the necessary atoms required for the benzazepine ring. Transformation of the acetylene group into a ketone with concomitant cyclization of the resulting fl-amino ketone completes the synthesis. The synthetic limitations and details are discussed.