Mild Regiospecific Synthesis of 1-Alkoxy-isochromenes Catalysed by Well-Defined [Silver(I)(Pc-L)] Complexes
Articolo
Data di Pubblicazione:
2014
Citazione:
Mild Regiospecific Synthesis of 1-Alkoxy-isochromenes Catalysed by Well-Defined [Silver(I)(Pc-L)] Complexes / M. Dell'Acqua, B. Castano, C. Cecchini, T. Pedrazzini, V. Pirovano, E. Rossi, A. Caselli, G. Abbiati. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 79:8(2014 Apr 18), pp. 3494-3505. [10.1021/jo5002559]
Abstract:
The synthesis of 3-substituted-1-alkoxyisochromenes starting from 2-alkynylbenzaldehydes and different alcohols is reported. The reaction is catalysed by a silver(I)complex with an original macrocyclic pyridine-containing ligand (Pc-L). The approach is characterised by absolute regioselectivity, mild reaction conditions, good to excellent reaction yields, cleanness of the reaction and reduced purification steps. The reaction mechanism is investigated by in-depth 1H NMR experiments and an aimed “trapping” experiment.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
containing macrocyclic ligands; cyclic alkenyl ethers; PC-L-asterisk; electrophilic cyclization; domino reactions; asymmetric cyclopropanation; regionselective synthesis; heterocyclic synthesis; acetylenic aldehydes; organic-chemistry
Elenco autori:
M. Dell'Acqua, B. Castano, C. Cecchini, T. Pedrazzini, V. Pirovano, E. Rossi, A. Caselli, G. Abbiati
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