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. Author manuscript; available in PMC: 2021 Jul 27.
Published in final edited form as: Tetrahedron. 2008 Jul 5;64(38):9044–9051. doi: 10.1016/j.tet.2008.07.007

Table 1.

Survey of CuAAC and RuAAC reactiona,b

Entry Alkyne R 1,4-Regioisomers (CuAAC) (%) 1,5-Regioisomers (RuAAC)b Ratio 1,4/1,5
Δ Δ MW yield % (Conv. %)
1 graphic file with name nihms-1656462-t0001.jpg a 86 79 88 (93) 4:96
2 graphic file with name nihms-1656462-t0002.jpg b 88 83 92 (100) 3:93
3 graphic file with name nihms-1656462-t0003.jpg c 93 71 92 (100) 4:96
4 graphic file with name nihms-1656462-t0004.jpg d 87 79 87 (100) 5:95
5 graphic file with name nihms-1656462-t0005.jpg e 89 82 91 (96) 4:96
6 graphic file with name nihms-1656462-t0006.jpg f 83 68 87 (100) 5:95
7 graphic file with name nihms-1656462-t0007.jpg g 92 77 95 (100) 5:95
8 graphic file with name nihms-1656462-t0008.jpg h 63 54 93 (100) 3:97
a

Conditions: azide 1 (1 equiv), alkyne (1.1 equiv), Cu powder (4 equiv), CuSO4·5H2O (0.2 equiv), tBuOH/H2O.

b

Conditions: azide 1 (1 equiv, 0.1 M in THF), alkyne (1.5 equiv), Cp*RuCl(PPh3)2 (0.05 equiv), THF, thermal heating (Δ): 6 h, T=50 °C or microwave conditions (MW): 5 min, T=100 °C.