%0 Journal Article %T On the regioselective molecular sieves-promoted oxidative three-component synthesis of fused-benzimidazoles from β-ketoesters %+ Institut des Sciences Moléculaires de Marseille (ISM2) %+ Sofia University "St. Kliment Ohridski" %+ Universidad Nacional de la Plata [Argentine] (UNLP) %+ Centre de Recherche Pierre Fabre (Centre de R&D Pierre Fabre) %+ Institut de Chimie Radicalaire (ICR) %A Martin, Anthony %A Cheshmedzhieva, Diana %A Palermo, Valeria %A Liéby-Muller, Frédéric %A Romanelli, Gustavo, P %A Gaudel-Siri, Anouk %A Coquerel, Yoann %A Constantieux, Thierry %A Rodriguez, Jean %< avec comité de lecture %@ 1631-0748 %J Comptes Rendus. Chimie %I Académie des sciences (Paris) %V 25 %N G1 %P 19-29 %8 2022 %D 2022 %R 10.5802/crchim.137 %K Multicomponent reaction %K Michael addition %K Benzimidazole %K Molecular sieves %K Heterocycles %Z Chemical Sciences/Organic chemistryJournal articles %X The regioselectivity of molecular sieves-promoted oxidative three-component reaction between -ketoesters, aromatic o-diamines and acrolein, leading to pyrido[1,2-a]benzimidazoles, has been investigated by a combination of experimental and theoretical studies. Molecular sieves act both as heterogeneous catalyst and dehydrating agent and their role has been modeled in the theoretical approach. The modulation of the reactivity of the aromatic diamine partner as a function of the nature of the substituents of the aromatic ring and its influence on the regioselectivity of the reaction could be rationalized. %G English %2 https://hal.science/hal-03777692/document %2 https://hal.science/hal-03777692/file/CR_YC_2022.pdf %L hal-03777692 %U https://hal.science/hal-03777692 %~ CNRS %~ UNIV-AMU %~ EC-MARSEILLE %~ ISM2 %~ INC-CNRS %~ ANR