3-Aza-5-alkenols undergo selective 7- endo - trig cyclization when treated with a catalytic Pd(II) species, CuCl2and ArSnBu3giving 7-aryl-substituted oxazepanes. The intramolecular alkoxylation occurs with formation of a seven-membered ring only when associated with an arylating step. Otherwise, 6- exo-trig reactions, providing morpholine derivatives, were observed.

Selective 7- endo -Cyclization of 3-Aza-5-alkenols through Oxidative Pd(II)-Catalyzed Olefin Oxyarylation

Gazzola, Silvia;Borelli, Tea;Diamante, Daria;Broggini, Gianluigi
2018-01-01

Abstract

3-Aza-5-alkenols undergo selective 7- endo - trig cyclization when treated with a catalytic Pd(II) species, CuCl2and ArSnBu3giving 7-aryl-substituted oxazepanes. The intramolecular alkoxylation occurs with formation of a seven-membered ring only when associated with an arylating step. Otherwise, 6- exo-trig reactions, providing morpholine derivatives, were observed.
2018
http://www.thieme-connect.com/ejournals/toc/synlett
cyclization; domino reactions; heterocycles; homogeneous catalysis; oxyarylation; palladium; Wacker reaction; Organic Chemistry
Gazzola, Silvia; Beccalli, Egle M.; Borelli, Tea; Castellano, Carlo; Diamante, Daria; Broggini, Gianluigi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11383/2070342
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