Synthesis of aza-β-lactams by photochemical ring contraction

G Lawton, CJ Moody, CJ Pearson

Index: Lawton, Geoffrey; Moody, Christopher J.; Pearson, Christopher J. Journal of the Chemical Society, Chemical Communications, 1984 , # 12 p. 754 - 756

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Abstract

Photochemical decomposition of 4-diazopyrazolidine-3, 5-diones (3) in the presence of nucleophiles, XH, leads to the aza-β-lactams (4); decarboxylation of (4e) gives the aza-β- lactam (7), which undergoes reductive ring cleavage to (8), and ring expansion to (9) on treatment with base.