Synthesis and photolysis of 2-acylpyrazolidin-3-ones. Model for the photochemical syntheses of 6-azapenicillin isomers

Johnson, Peter Y.; Hatch, Charles E.

doi:10.1021/jo00895a021

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2003

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Cited by 17 publications

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“…We have previously reported that 2-acetyl-5,5-dimethylpyrazolidin-3-one (1) undergoes photochemical reaction upon irradiation to give 1 -acetamidoazetidin-2-one (2) in 65% yield.1 Since that time, we have found that irradiation of l-acetyl-5,5-dimethylpyrazolidin-3-one (3) gives 2 also, in 30% yield. Furthermore, irradiation of the nitrogen unsubstituted 5,5-dimethylpyrazolidin-3-one (4) gives the parent system l-aminoazetidin-2-one (5) in 15% yield.…”

Section: Resultsmentioning

confidence: 98%