Photo-aza-Claisen rearrangements of cyclic enaminones

Publication Type
Journal contribution
Authors
Vogler, B.; Bayer, R.; Meller, M.; Kraus, W.; Schell, F. M.
Year of publication
1989
Published in
J. Org. Chem.
Band/Volume
54/17
Page (from - to)
4165-8
Abstract

Photolysis of cyclic enaminones, e.g., I (n = 1, 2; R = H, Me) prepd. by the condensation of 1,3-cyclohexanediones with corresponding amines, was studied. Photolysis of I (n = 2; R = H, Me) gave aza-De Mayo products II as expected, whereas photolysis of I (R = Me, n = 1) gave photo-aza-Claisen rearrangement product III. Photolysis of cyclohexenylmethylaminocyclohexenones gave both photo-aza Claisen products along with aza-De Mayo product.

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