The treatment of N-alkyl-5,7-dibromoisatin derivatives through the copper-catalyzed sequential processes consisting of intra/intermolecular alkoxylation/amination or double alkoxylation provided the pyrrolo[1, 2,3-de]-1,4-benzoxazine derivatives. Moreover, the alkoxylation/arylation process proceeded in a one-pot fashion under tandem copper-palladium catalysis affording 5-(hetero)aryl substituted hetero-tricyclic systems. Biological evaluation of the synthesized compounds showed antiproliferative activity on the low micromolar range.

Copper-Catalyzed Alkoxylation as Key Step to Convert Isatin to Oxazinoindol-2-one Derivatives

Broggini, Gianluigi;
2018-01-01

Abstract

The treatment of N-alkyl-5,7-dibromoisatin derivatives through the copper-catalyzed sequential processes consisting of intra/intermolecular alkoxylation/amination or double alkoxylation provided the pyrrolo[1, 2,3-de]-1,4-benzoxazine derivatives. Moreover, the alkoxylation/arylation process proceeded in a one-pot fashion under tandem copper-palladium catalysis affording 5-(hetero)aryl substituted hetero-tricyclic systems. Biological evaluation of the synthesized compounds showed antiproliferative activity on the low micromolar range.
2018
http://onlinelibrary.wiley.com/journal/10.1002/(ISSN)2365-6549
alkoxylation; copper-catalysis; isatin; one-pot process; oxazinoindole; tandem Cu−Pd-catalysis; Chemistry (all)
Christodoulou, Michael S.; Giofrè, Sabrina; Broggini, Gianluigi; Dalla Via, Lisa; Mazza, Alberto; Beccalli, Egle M.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11383/2075302
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