RT Journal Article
T1 Tandem Long Distance Chain-Walking/Cyclization via RuH2(CO)(PPh3)3/Brønsted Acid Catalysis: Entry to Aromatic Oxazaheterocycles
A1 Bernárdez Alfaya, Rodrigo
A1 Suárez Rivero, Jaime
A1 Fañanás-Mastral, Martín
A1 Varela Carrete, Jesús Ángel
A1 Saá Rodríguez, Carlos
K1 Hydrocarbons
K1 Reactions products
K1 Catalysis
K1 Isomerization
K1 Brönsted-acid
K1 Chain walking
K1 Ruthenium
AB A novel route to 1,3-oxazaheterocycles based on cooperative Ru–H/Brønsted acid catalysis is reported. The use of the commercially available RuH2(CO)(PPh3)3 complex allows for an efficient long distance chain-walking process while the Brønsted acid is responsible for generation of an electrophilic iminium ion which is trapped intramolecularly by an alcohol moiety. The alcohol, besides its nucleophilic function, also plays an important role in the stabilization of the Ru catalyst.
PB American Chemical Society
SN 1523-7060
YR 2016
FD 2016
LK http://hdl.handle.net/10347/23351
UL http://hdl.handle.net/10347/23351
LA eng
NO Bernárdez, R., Suárez, J., Fañanás-Mastral, M., Varela, J. A., Saá, C. (2016). Tandem Long Distance Chain-Walking/Cyclization via RuH2(CO)(PPh3)3/Brønsted Acid Catalysis: Entry to Aromatic Oxa-zaheterocycles. Org. Lett., 18, 4, 642-645
NO This is the peer reviewed version of the following article: Bernárdez, R., Suárez, J., Fañanás-Mastral, M., Varela, J. A., Saá, C. (2016). Tandem Long Distance Chain-Walking/Cyclization via RuH2(CO)(PPh3)3/Brønsted Acid Catalysis: Entry to Aromatic Oxazaheterocycles. Org. Lett., 18, 4, 642-645. [doi: 10.1021/acs.orglett.5b03499]. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archiving.
NO This work was supported by MINECO (Spain) (projects CTQ2011-28258 and CTQ2014-59015R), Xunta de Galicia (project GRC2014/032) and the European Regional Development Fund (projects CTQ2014-59015R and GRC2014/032). R. B. thanks MEC for a predoctoral FPU fellowship and J. S. thanks XUGA for a postdoctoral contract. M. F.-M. thanks MINECO for a "Ramón y Cajal" contract
DS Minerva
RD 22 abr 2026