The Journal of organic chemistry

Photochemical formation of spiro and bicyclo 1-acylaminoazetidin-2-ones. Models for the syntheses of penicillin-like systems. II

PY Johnson, CE Hatch III

文献索引：Johnson,P.Y.; Hatch,C.E. Journal of Organic Chemistry, 1975 , vol. 40, p. 3502 - 3510

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被引用次数: 16

摘要

The syntheses and photochemistry of spiro 2-acetylpyrazolidin-3-ones Id, 2d, and 13d, spiro l-acetylpyrazolidin-3-one 8, and N-unsubstituted spiro pyrazolidin-3-one la were studied. Upon irradiation these systems were shown to give 1-acetamidoazetidin-2-ones 6, 5, 15, 6, and 1-aminoazetidin-2-one 7, respectively, in good yields. A cis-fused bicyclo pyrazolidin-3- one 33a was also synthesized and irradiated to give bicyclo j3-lactam 34a in 45% isolated ...