TY - JOUR
T1 - Direct Regioselective Hydro(hetero)arylation/Cyclocondensation Reactions of β-(2-Aminophenyl)-α,β-ynones by Means of Transition-Metal Catalysis/Brønsted Acid Synergism: Experimental Results and Computational Insights
AU - Marsicano, Vincenzo
AU - Arcadi, Antonio
AU - Aschi, Massimiliano
AU - Chiarini, Marco
AU - Fabrizi, Giancarlo
AU - Goggiamani, Antonella
AU - Marinelli, Fabio
AU - Iazzetti, Antonia
PY - 2023
Y1 - 2023
N2 - Experimental results and computational insights explain the key role of transition-metal catalysis/Bronsted acid synergism in the achievement of the sequential regioselective direct heteroarylation/ cyclocondensation reactions of beta-(2-aminophenyl)-alpha,beta-ynones with a variety of electron-rich aromatic heterocyclic/arenes to afford quinoline-(hetero)aromatic hybrids. The first approach to the synthesis of 4-(1H-pyrrol-2-yl)quinolines is described. The effectiveness of various transition metals is compared.
AB - Experimental results and computational insights explain the key role of transition-metal catalysis/Bronsted acid synergism in the achievement of the sequential regioselective direct heteroarylation/ cyclocondensation reactions of beta-(2-aminophenyl)-alpha,beta-ynones with a variety of electron-rich aromatic heterocyclic/arenes to afford quinoline-(hetero)aromatic hybrids. The first approach to the synthesis of 4-(1H-pyrrol-2-yl)quinolines is described. The effectiveness of various transition metals is compared.
KW - Catalysis
KW - Cyclocondensation Reactions
KW - Transition-metal catalysis
KW - Catalysis
KW - Cyclocondensation Reactions
KW - Transition-metal catalysis
UR - http://hdl.handle.net/10807/270315
U2 - 10.1021/acs.joc.3c00137
DO - 10.1021/acs.joc.3c00137
M3 - Article
SN - 0022-3263
VL - 88
SP - 6857
EP - 6867
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
ER -