Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids
Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids has been achieved. The catalyst system consists of 2 mol % AuClPPh3 and 2 mol % AgOAc. Primary alcohols and secondary alcohols were converted into corresponding vinyl ethers in good yield (64-93%); however, tertiary alcohols showed poor reactivities. Carboxylic acids were also transformed into corresponding vinyl esters in good yield (78-96%).
Nakamura, Aki,Tokunaga, Makoto
p. 3729 - 3732
(2008/09/20)
Nucleophilic addition to acetylenes in superbasic catalytic systems: XIII. Fluoride cesium containing systems, efficient catalysts for alkanols vinylation
New catalytic systems CsF-MOH (M = Li, Na) were developed for the synthesis of alkyl vinyl ethers comparable in efficiency to cesium alcoholates. The addition of primary and secondary alcohols to acetylene occurs in the presence of these systems at the atmospheric (DMSO, 100°C) or at enhanced (without solvent, 135-140°C) acetylene pressure and affords alkyl vinyl ethers in up to 93% yield. 2005 Pleiades Publishing, Inc.