2015
Mendoza-Espinosa, D.; Osornio, C.; Negrón-Silva, G.; González-Olvera, R.; Santillan, R. Versatile O- and S-functionalized 1,2,3-triazoliums: Ionic Liquids for the Baylis-Hillman Reaction and Ligand Precursors for Stable MIC-transition metal complexes. New J. Chem., 2015, 39, 1587-1591.
Abstract
The efficient synthesis of O- and S-functionalized 1,2,3-triazoliums is reported. Owing to their physical properties, these cations are efficient ionic liquids for Baylis?Hillman addition under mild reaction conditions. Simultaneously, the functionalization of the triazolium rings allows for the in situ C-5 metallation providing air stable triazol-5-ylidene Rh(I) Au(I), and Pd(II) complexes. The present work constitutes a rare example of versatile triazolium salts capable of serving in two unrelated synthetic procedures.
Transesterifications mediated by t-BuNH2
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2
First Total Synthesis of ()-Flustraminol B
Synthesis of Indolylindolines Mediated by tert-BuNH2
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
One-potsynthesis of conformationallyrestrictedspirooxindoles
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters