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A possible oxaziridine intermediate in the photorearrangement reaction of 6-cyanophenanthridine 5-oxide

โœ Scribed by Kunihiro Tokumura; Michiya Itoh; Chikara Kaneko

Book ID
108384810
Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
320 KB
Volume
20
Category
Article
ISSN
0040-4039

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Photorearrangement of spiro-oxaziridines
Photorearrangement of spiro-oxaziridines - applications in the syntheses of hexahydro-5H-pyrrolo-[2]benzazepin-5-ones and a tetrahydro-1H,5H-pyrroloisoquinolin-5-one
โœ G.P. Johnson; B.A. Marples ๐Ÿ“‚ Article ๐Ÿ“… 1985 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 206 KB

We have recently established' that Spiro-oxaziridines (1), in which the N-alkyl group is anti to the aromatic ring, photorearrange regiospecifically to the benzazepinones (2). The migration of the saturated ring carbon atom, which is anti to the nitrogen lone pair, is in accordance with observations