Abstract
Treatment of cyano-triketone 1 with bases such as ethoxide or methoxide ions affords the tetracyclic lactam 4 in high yield. Its formation can be rationalized by invoking a novel intramolecular rearrangement. Crystals of 4 are orthorhombic, a = 10.351 (3), b = 11.503(2), c = 11.935 (2) Å, Z = 4, space group P212121, R = 0.043 for 2037 observations. The structure analysis establishes the formation of a γ-lactam, with the lactam ring bridging a six-membered ring. The three six-membered rings are in chair conformations with some distortions, and the lactam ring is envelope shaped.
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