Site-Selective N-Dealkylation of 1,2,3-Triazolium Salts: A Metal-Free Route to 1,5-Substituted 1,2,3-Triazoles and Related Bistriazoles
Zaira Monasterio, Aitziber Irastorza, José I. Miranda and Jesus M. Aizpurua*
*Departamento de Química Orgánica-I, Universidad del País
Vasco UPV/EHU Joxe Mari Korta R&D Center, Avda Tolosa-72, 20018 San Sebastián,
Spain, Email: jesusmaria.aizpurua
ehu.es
Z. Monasterio, A. Irastorza, J. I. Miranda, J. M. Aizpurua, Org. Lett., 2016, 18, 2515-2518.
DOI: 10.1021/acs.orglett.6b01177
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Abstract
N3-Alkylation of 1-(pivaloyloxymethyl)-1,2,3-triazoles with alkyl triflates, followed by a nucleophile-promoted N1-dealkylation of the resulting strongly electrophilic intermediate triazolium salts, provides 1,5-disubstituted 1,2,3-triazoles.
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Key Words
ID: J54-Y2016
