Categories: C=O Bond Formation > Synthesis of carboxylic acids >
Synthesis of carboxylic acids by hydration and oxidation of alkynes
Recent Literature
An efficient method for the oxidative cleavage of internal and terminal
alkynes to carboxylic acids using a combination of RuO2/Oxone/NaHCO3
in a CH3CN/H2O/EtOAc solvent system is described.
Various alkynes, regardless of their electron density, were oxidized to
carboxylic acids in excellent yield.
D. Yang, F. Chen, Z.-M. Dong, D.-W. Zhang, J. Org. Chem., 2004,
69, 209-212.
The reaction of alkyl-substituted sec-ethoxyalkynyl acetates with water
catalyzed by Hg(OTf)2 afforded α,β-unsaturated esters in excellent
yield with high catalytic turnover under very mild reaction conditions with
virtually complete E-selectivity.
M. Nishizawa, H. Hirakawa, Y. Nakagawa, H. Yamamoto, K. Namba, H. Imagawa, Org. Lett., 2007,
9, 5577-5580.
