RT Journal Article
T1 Rhodium-Catalyzed (5+1) Annulations Between 2-Alkenylphenols and Allenes: A Practical Entry to 2,2-Disubstituted 2H-Chromenes
A1 Casanova González, Noelia
A1 Seoane Fernández, Andrés
A1 Mascareñas Cid, José Luis
A1 Gulías Costa, Moisés
K1 Allenes
K1 Annulations
K1 C-H activation
K1 Reaction mechanisms
K1 Rhodium
AB Readily available alkenylphenols react with allenes under rhodium catalysis to provide valuable 2,2-disubstituted 2H-chromenes. The whole process, which involves the cleavage of one C-H bond of the alkenyl moiety and the participation of the allene as a one-carbon cycloaddition partner, can be considered a simple, versatile, and atom-economical (5+1) heteroannulation. The reaction tolerates a broad range of substituents both in the alkenylphenol and in the allene, and most probably proceeds through a mechanism involving a rhodium-catalyzed C-C coupling followed by two sequential pericyclic processes.
PB WILEY-VCH Verlag GmbH
SN 1433-7851
YR 2015
FD 2015-01-07
LK http://hdl.handle.net/10347/12381
UL http://hdl.handle.net/10347/12381
LA eng
NO Casanova, N., Seoane, A., Mascareñas, J. L. and Gulías, M. (2015), Rhodium-Catalyzed (5+1) Annulations Between 2-Alkenylphenols and Allenes: A Practical Entry to 2,2-Disubstituted 2H-Chromenes. Angew. Chem. Int. Ed., 54: 2374–2377. doi: 10.1002/anie.201410350
NO NOTICE: This is the peer reviewed version of the following article: Casanova, N., Seoane, A., Mascarelas, J. L., Gulías, M. (2015), Rhodium-Catalyzed (5+1) Annulations Between 2-Alkenylphenolsand Allenes: A Practical Entry to 2,2-Disubstituted 2H-Chromenes. Angew. Chem. Int. Ed., 54: 2374-2377 [doi: 10.1002/anie.201410350]. 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 the Spanish MINECO (grant: SAF2013-41943-R), the ERDF, the European Research Council (Advanced Grant No. 340055), and the Xunta de Galicia (grants: GRC2013-041, EM2013/036 and a Parga Pondal contract to M.G.). We also thank the orfeo-cinqa network
DS Minerva
RD 29 abr 2026