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. 2015 Jan 5;6(3):1928–1931. doi: 10.1039/c4sc03358b

Table 1. Optimization of the Cu-transannulation reaction conditions a .

Inline graphic
Entry Catalyst, mol% T (°C) Yield b
1 CuCl, 15% 100 N.R.
2 CuOTf·0.5C6H6, 15% 100 38%
3 Cu(OTf)2, 15% 100 25%
4 Cu(MeCN)4PF6, 15% 100 50%
5 c Cu(MeCN)4PF6, 15% 120 96%
6 c Cu(MeCN)4PF6, 15% 130 99%
7 d , e Cu(MeCN)4PF6, 15% 130 99%
8 No catalyst 100 N.R.
9 Rh2(hfb)4, 1% 100 N.R. f

aTriazole (1 equiv.), alkyne (3 equiv.), Cu cat. (15 mol%), toluene (1 M) in a Wheaton V-vial capped with a Mininert syringe valve.

bGC/MS yields are given.

c1.2 equiv. of alkyne was used.

dIn air with 1.2 equiv. of alkyne.

eLower catalyst loading led to decreased reaction yields.11

fPolymerization of the alkyne was observed; hfb = heptafluorobutyrate.