181121-98-2Relevant articles and documents
FOTOQUIMICA DE -TOLUIDIDAS DE ACIDOS αβ-INSATURADOS. INFLUENCIA DE LA ADICION DE CARBONATO POTASICO
Barbera, Carmen,Garcia, Hermenegildo,Miranda, Miguel Angel,Primo, Jaime
, p. 95 - 102 (2007/10/02)
Irradiation of the p-toluidides of crotonic and cinnamic acids (2a,c) gives rise predominantly to the cis isomers 5a,c, together with appreciable amounts of 4,6-dimethyl-3,4-dihydro-2-quinolone (6a) in the case of 2a.The corresponding photo-Fries products have not been detected, even when the irradiation is performed in the presence of K2CO3.By contrast, photolysis of the p-toluidides of methylcrotonic and phenylpropiolic acids (2b,d) gives rise to the o-aminophenones 7b,d (in addition to the quinolone 6b from 2b).For these two amides, as well as for acetanilide and benzanilide, the selectivity towards the acyl migration product markedly increases when the irradiation is performed in the presence of K2CO3.Key words: Enamides' photocyclization, photo-Fries, quinolones.