57310-61-9Relevant academic research and scientific papers
ETUDE DU MECANISME DE LA TRANSFORMATION PHOTOCHIMIQUE D'ALKYLARENESULFONAMIDO-2 CYCLOHEXENE-2 ONE EN ALKYLAMINO-2 ARYL-3 CYCLOHEXENE-2 ONE
Cossy, Janine,Pete, Jean-Pierre
, p. 2287 - 2296 (2007/10/02)
When excited in their triplet excited state 2-arenesulfonamido-2-cyclohexenones lead to a very efficient desulfonation reaction and to migration of the aryl substituent.A wavelength effect was observed on the desulfonation product from direct irradiations.Furthermore, at 254 nm, a concentration effect and a quantum yield higher than unity indicate that a radical chain component was involved.The mechanism of this reaction is discussed taking into account the intramolecular character of the aryl migration.
REACTIVITE PHOTOCHIMIQUE DES α-AMINOENONES: REACTIONS DE CYCLISATION ET NOUVEAU TYPE DE REACTION DANS LES α-SULFONAMIDOCYCLOHEXENONES
Arnould, J.C.,Cossy, J.,Pete, J.P.
, p. 1585 - 1592 (2007/10/02)
The photochemical behaviour of 2-alkylamino 2-cyclohexenones is very sensitive to the nitrogen substituents. α-Ketoazetidines are produced by irradiation of 2-methanesulfonamido-2-cyclohexenones; however a desulfonation and aryl migration process can complete in the case of 2-arenesulfonamido-2-cyclohexenones.Furthermore divinylamine and photo-Fries rearrangements are the main reactions with 2-anilino 2-cyclohexenone and 2-benzoylamido 2-cyclohexenone respectively.
