New Entries to 2(1H)-Quinolinones and 2H-1-Benzazepin-2-ones by Acid-Catalyzed Olefin Cyclization of N-[o-(Alk-1-enyl)phenyl]-2-(methylsulfinyl)acetamides

Tatsunori SATO; Tamiko ITO; Hiroyuki ISHIBASHI; Masazumi IKEDA

doi:10.1248/cpb.38.3331

Tatsunori SATO, Tamiko ITO, Hiroyuki ISHIBASHI, Masazumi IKEDA

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Keywords: cationic cyclization, surfoxide, 2(1H)-quinolinone, carbostyril, 2H-1-benzazepin-2-one, Pummerer rearrangement, α-thiocarbocation

JOURNAL FREE ACCESS

1990 Volume 38 Issue 12 Pages 3331-3334

DOI https://doi.org/10.1248/cpb.38.3331

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Abstract

Treatment of N-[o-(alk-1-enyl)phenyl]-2-(methylsulfinyl)acetamides with trifluoroacetic anhydride gave 2(1H)-quinolinones or 2H-1-benzazepin-2-ones, depending upon the position of the substituents on the alkene double bond.

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