Organocatalytic Synthesis of Alkynes
Mengnan Zhang, Tiezheng Jia, Carol Y. Wang and Patrick J. Walsh*
*Department of Chemistry, University of Pennsylvania, 231
South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States, Email:
pwalsh
sas.upenn.edu
M. Zhang, T. Jia, C. Y. Wang, P. J. Walsh, J. Am. Chem. Soc., 2015, 137, 10346-10350.
DOI: 10.1021/jacs.5b06137
Abstract
Coupling of benzaldehydes and benzyl chloride derivatives under basic conditions with an organocatalyst gives good yields of alkynes. The catalyst, a highly reactive sulfenate anion, is readily generated in situ from air-stable precursors. This method represents an attractive organocatalytic alternative to well-established stoichiometric approaches to alkynes and to transition-metal-based alkyne functionalization methods.
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Key Words
ID: J48-Y2015
