Diastereoselective synthesis of dihydroisoindolo[2,1-a]quinolin-11-ones by solvent-free AMCell-SO₃H-catalyzed imino Diels-Alder/intramolecular amide cyclization cascade reactions.
Nineteen bioactive highly functionalized 6,6a-dihydroisoindolo[2,1-a]quinolin-11(5H)-one derivatives were easily prepared in good yield without solvent using catalytic amorphous milled cellulose sulfonic acid (AMCell-SO3H), substituted anilines, propenyl-phenols, and phthaldehydic acid. The cascade reaction gave high regioselectivity and diastereoselectivity.
Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander , A. A. 678, Bucaramanga, Santander 680002, Colombia.
Diego R
DR
Merchán Arenas
Vladimir V
VV
Kouznetsov