Journal of Organic Chemistry p. 5648 - 5651 (2009)
Update date:2022-08-04
Topics:
Adimurthy, Subbarayappa
Malakar, Chandi C.
Beifuss, Uwe
(Chemical Equation Presented) The efficient Cu(I)-catalyzed oxidative homocoupling of terminal alkynes in the presence of a base using an amine as a ligand and oxygen as an oxidant yields the symmetrical 1,3-diynes with yields of up to 99%. The outcome of the couplings critically depends on the proper choice of base and ligand as well as reaction conditions. Best results were observed with 2.0 mol%CuCl, 1.5 mol%TMEDA or DBEDA, and DBU or DABCO in acetonitrile.
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