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. Author manuscript; available in PMC: 2011 Nov 5.
Published in final edited form as: Org Lett. 2010 Nov 5;12(21):4952–4955. doi: 10.1021/ol102087r

Table 3.

N-Sulfonyl Triazole Synthesis: Scope with Respect to Sulfonyl Azidea

graphic file with name nihms-244110-t0015.jpg

entry R1 alkyne product time (h) yield (%)b
1c 4-BrC6H4 graphic file with name nihms-244110-t0016.jpg 13 3 86
2 4-BrC6H4 graphic file with name nihms-244110-t0017.jpg 23 4.5 78
3d 4-H3COC6H4 graphic file with name nihms-244110-t0018.jpg 14 6.5 94
4 4-H3COC6H4 graphic file with name nihms-244110-t0019.jpg 24 7 79
5 Bn graphic file with name nihms-244110-t0020.jpg 25 3.5 87
6e Me graphic file with name nihms-244110-t0021.jpg 26 12 88
7e i-Pr graphic file with name nihms-244110-t0022.jpg 27 12 75
8 n-C8H17 graphic file with name nihms-244110-t0023.jpg 28 3.5 92
9f graphic file with name nihms-244110-t0024.jpg graphic file with name nihms-244110-t0025.jpg 29 8.5 90
10g graphic file with name nihms-244110-t0026.jpg graphic file with name nihms-244110-t0027.jpg 30 3 82
11g graphic file with name nihms-244110-t0028.jpg graphic file with name nihms-244110-t0029.jpg 31 3 83
a

1.0 mmol scale unless otherwise noted; CuTC (10 mol %), solvent (0.2 M), alkyne (1 equiv), sulfonyl azide (1 equiv), rt.

b

Isolated yield.

c

5.0 mmol scale.

d

1.1 equiv alkyne.

e

1.3 equiv alkyne.

f

2.4 equiv alkyne.

g

1.2 equiv alkyne.