Rh(III)‐Catalyzed [5+1] Oxidative Cycloaddition of Arylguanidines with Alkynes: A Novel Access to C4‐Disubstituted 1,4‐ Dihydroquinazolin‐2‐amines
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Título: | Rh(III)‐Catalyzed [5+1] Oxidative Cycloaddition of Arylguanidines with Alkynes: A Novel Access to C4‐Disubstituted 1,4‐ Dihydroquinazolin‐2‐amines |
Autor/a: | Cajaraville Leiro, Ana Suárez Rivero, Jaime López Estévez, Susana Varela Carrete, Jesús Ángel Saá Rodríguez, Carlos |
Centro/Departamento: | Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares Universidade de Santiago de Compostela. Departamento de Química Orgánica |
Palabras chave: | Alkynes | Arylguanidines | Cyclization | Dihydroquinazolinamines | Rhodium | |
Data: | 2015 |
Editor: | Royal Society of Chemistry |
Cita bibliográfica: | Cajaraville, A., Suárez, J., López, S., Varela. J. A., Saá, C. (2015). Rh(III)‐Catalyzed [5+1] Oxidative Cycloaddition of Arylguanidines with Alkynes: A Novel Access to C4‐Disubstituted 1,4‐ Dihydroquinazolin‐2‐amines. Chem. Commun., 51, 82, 15157-15160 |
Resumo: | A novel and mild RhIII-catalyzed [5+1] oxidative cycloaddition between arylguanidines and alkynes efficiently affords C4-disubstituted 1,4-dihydroquinazolin-2-amines. Members of this family of heterocycles, which contain the relevant cyclic guanidine units, have shown interesting pharmacological properties. The mechanism probably involves the formation of an eight-membered rhodacycle in which the imine unit of guanidine is coordinated to the Rh center. This rhodacycle would evolve to give the C-4 disubstituted 1,4-dihydroquinazolin-2-amine skeleton. |
Descrición: | NOTICE: This is the peer reviewed version of the following article: Cajaraville, A., Suárez, J., López, S., Varela. J. A., Saá, C. (2015). Rh(III)‐Catalyzed [5+1] Oxidative Cycloaddition of Arylguanidines with Alkynes: A Novel Access to C4‐Disubstituted 1,4‐ Dihydroquinazolin‐2‐amines. Chem. Commun., 51, 82, 15157-15160.
[doi: 10.1039/C5CC06388D]. This article may be used for non-commercial purposes in accordance with The Royal Society of Chemistry Terms and Conditions for self-archiving |
Versión do editor: | https://doi.org/10.1039/C5CC06388D |
URI: | http://hdl.handle.net/10347/23348 |
DOI: | 10.1039/C5CC06388D |
ISSN: | 1359-7345 |
E-ISSN: | 1364-548X |
Dereitos: | © The Royal Society of Chemistry 2015. This article may be used for non-commercial purposes in accordance with The Royal Society of Chemistry Terms and Conditions for self-archiving |
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