RT Journal Article
T1 Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho‐(Alkynyloxy)benzylamine Cyclizations towards 1,3‐Benzoxazines
A1 González Rodríguez, Carlos
A1 Suárez Álvarez, José Ramón
A1 Varela Carrete, Jesús Ángel
A1 Saá Rodríguez, Carlos
K1 Benzoxazines
K1 Carbenes
K1 Cyclization
K1 Rearrangements
K1 Ruthenium
AB A new ruthenium-catalyzed cyclization of ortho-(alkynyloxy)benzylamines to dihydro-1,3-benzoxazines is reported. The cyclization is thought to take place via the vinyl rutheniumcarbene intermediates that are easily formed from Cp*RuCl(cod) and N2CHSiMe3. The mild reaction conditions and the efficiency of the procedure allow the easy preparation of a broad range of new 2-vinyl-2-substituted 1,3-benzoxazine derivatives. Rearrangement of an internal Csp atom in the starting material into a tetrasubstituted Csp3 atom in the final 1,3-benzoxazine is highly remarkable.
PB Wiley
SN 1433-7851
YR 2015
FD 2015
LK http://hdl.handle.net/10347/23346
UL http://hdl.handle.net/10347/23346
LA eng
NO González-Rodríguez, C., Suárez, J. R., Varela, J. A., Saá, C. (2015). Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho‐(Alkynyloxy)benzylamine Cyclizations towards 1,3‐Benzoxazines. Angew. Chem. Int. Ed., 54, 9, 2724-2728
NO NOTICE: This is the peer reviewed version of the following article: González-Rodríguez, C., Suárez, J. R., Varela, J. A., Saá, C. (2015). Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho‐(Alkynyloxy)benzylamine Cyclizations towards 1,3‐Benzoxazines. Angew. Chem. Int. Ed., 54, 9, 2724-2728. [doi: 10.1002/anie.201410284]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archiving
NO This work was supported by MICINN [projects CTQ2011-28258 and Consolider Ingenio 2010 (CSD2007-00006)], Xunta de Galicia and the European Regional Development Fund (projects CN2011/054, GRC2014/032 and EM 2012/051). C. G.-R. thanks the MICINN for a Juan de la Cierva Contract (JCI-2011-09946)
DS Minerva
RD 24 abr 2026