188773-99-1Relevant academic research and scientific papers
Synthesis and reactivity of michael adducts of lithiated 2,5-dimethoxy-N-pivaloylanilines and arylidenemalonates
Ferrer, Pedro,Avendano, Carmen,Soellhuber, Monica
, p. 3231 - 3242 (2007/10/03)
Michael addition of lithiated 2,5-dimethoxypivaloylaniline to diisopropyl arylidenmalonates, followed by acid cyclization, affords 5,8-dimethoxy-4-aryl-3,4-dihydro-2(1H)quinolinones (5). These compounds are very inert to the 3,4-dehydrogenation, but were easily transformed to 4-aryl-3,4-dihydro-(1H)quinoline-2,5,8-triones (10) which, through Diels-Alder heterocyclization, gave 4-aryl-3,4-dihydro-1,8-diazaanthracene-2,9,10-triones (16).
