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Communication | Regular issue | Vol 6, No. 3, 1977, pp.305-312
Published online, 1st January, 1970
DOI: 10.3987/R-1977-03-0305
The Cyclisation Reactions of γ-Amidoalcohols and Synthesis of 2-Benzazepin-3-one Derivatives by Acid Catalysed Rearrangement of 1,3-Oxazepin-4-one Derivatives

Tetsuji Kametani,* Kazuo Kigasawa, Mineharu Hiiragi, Nagatoshi Wagatsuma, Toshitaka Kohagizawa, and Toshihisa Nakamura

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

The cyclisation reaction of the secondary amides (1), possessing a hydroxyl group at γ-position, with formalin and hydrochloric acid gave the 1,3-oxazepin-4-one derivatives (2). The acid catalysed rearrangement of the resulting products was carried out successfully to give the 2-benzazepin-3-one derivatives (15) and (16).