A fruitful divergent cyclization of terminal alkynes arising from 2-aminophenols depending on the transition metal employed is reported. Under palladium- and platinum-catalysis, the total regioselective carbon–nitrogen or carbon–carbon bonds formation afforded 1,4-benzoxazines or benzopyrans, through different reaction pathways. The subsequent functionalization of the benzopyran scaffold paved the way for a new synthesis of the tricyclic pyrano[3,2-h]quinolines.

Divergent Palladium- and Platinum-Catalyzed Intramolecular Hydroamination/Hydroarylation of O-Propargyl-2-aminophenols

Broggini, Gianluigi;
2018-01-01

Abstract

A fruitful divergent cyclization of terminal alkynes arising from 2-aminophenols depending on the transition metal employed is reported. Under palladium- and platinum-catalysis, the total regioselective carbon–nitrogen or carbon–carbon bonds formation afforded 1,4-benzoxazines or benzopyrans, through different reaction pathways. The subsequent functionalization of the benzopyran scaffold paved the way for a new synthesis of the tricyclic pyrano[3,2-h]quinolines.
2018
http://onlinelibrary.wiley.com/journal/10.1002/(ISSN)1099-0690
Divergent synthesis; Hydroamination; Hydroarylation; Palladium; Platinum; Physical and Theoretical Chemistry; Organic Chemistry
Christodoulou, Michael S.; Giofrè, Sabrina; Broggini, Gianluigi; Mazza, Alberto; Sala, Roberto; Beccalli, Egle M.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11383/2077559
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