RT Journal Article
T1 Rh(III)‐Catalyzed [5+1] Oxidative Cycloaddition of Arylguanidines with Alkynes: A Novel Access to C4‐Disubstituted 1,4‐ Dihydroquinazolin‐2‐amines
A1 Cajaraville Leiro, Ana
A1 Suárez Rivero, Jaime
A1 López Estévez, Susana
A1 Varela Carrete, Jesús Ángel
A1 Saá Rodríguez, Carlos
K1 Alkynes
K1 Arylguanidines
K1 Cyclization
K1 Dihydroquinazolinamines
K1 Rhodium
AB 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.
PB Royal Society of Chemistry
SN 1359-7345
YR 2015
FD 2015
LK http://hdl.handle.net/10347/23348
UL http://hdl.handle.net/10347/23348
LA eng
NO 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
NO 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
NO This work was supported by MICINN (project CTQ2011‐28258), Xunta de Galicia and European Regional Development Fund (projects GRC2014/032 and EM 2012/051). A. C. and J. S. thank Spanish MICINN and Xunta de Galicia for a predoctoral FPI fellowship and postdoctoral contract, respectively
DS Minerva
RD 24 abr 2026