N-Heterocyclic carbene copper-catalyzed direct alkylation of terminal alkynes with non-activated alkyl triflates.

Chem Commun (Camb)

College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, P. R. China. and State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, the Chinese Academy of Sciences, Lanzhou 730000, P. R. China.

Published: April 2017

(NHC)-Cu-catalyzed C(sp)-C(sp) bond formation has been successfully achieved under mild conditions. Nonactivated alkyl triflates, which could be easily derived from alcohols, were utilized as C-O electrophiles. Mechanistic studies suggested that copper acetylide was the active species. Scale-up reactions further demonstrated the practicality and efficiency of the developed strategy.

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http://dx.doi.org/10.1039/c7cc00891kDOI Listing

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