Metal-Free Markovnikov-Type Alkyne Hydration under Mild Conditions
Wenbo Liu, Haining Wang and Chao-Jun Li*
*Department of Chemistry and FQRNT Center for Green Chemistry
and Catalysis, McGill University, 801 Sherbrooke Street West, Montreal, QC H3A
0B8, Canada, Email: cj.li
mcgill.ca
W. Liu, H. Wang, C.-J. Li, Org. Lett., 2016, 18, 2184-2187.
DOI: 10.1021/acs.orglett.6b00801
Abstract
TfOH as the catalyst and trifluoroethanol as solvent enable a mild Markovnikov-type hydration protocol applicable to various alkynes, including terminal arylalkynes, terminal nonfunctionalized aliphatic alkynes, and internal alkynes with excellent regioselectivity in very good yields. The reaction procedure offers broad functional group compatibility and uses a stoichiometric amount of water in the absence of any transition metal.
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Key Words
ID: J54-Y2016
