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. Author manuscript; available in PMC: 2012 Oct 6.
Published in final edited form as: Angew Chem Int Ed Engl. 2011 Jul 14;50(36):8358–8362. doi: 10.1002/anie.201103014

Table 2.

The scope of o-azidoarylalkyne substrates.[a]

graphic file with name nihms394032t2.jpg
entry 1 (R) R’ 2 2/2’ yield[b]
1 1b (n-butyl) H 2b 7/1 74%
2 1c (PhCH2CH2) H 2c 5/1 83%
3 1d (BnOCH2) H 2d 5/1 51%[c]
4 1e (cyclopropyl) H 2e 8/1 76%
5 1f (cyclopentyl) H 2f 15/1 75%
6 1g (cyclohexyl) H 2g 16/1 82%
7 1h (t-butyl) H 2h 25/1 75%
8 1i (H) H 2i 3/1 91%
9 1j (p-MeOPh) H 2j 7/1 76%
10 1k (p-MeO2CPh) H 2k 7/1 95%
11 1l (n-butyl) 4,6-Me2 2l 8/1 82%
12[d] 1m (n-butyl) 3,5-Cl2 2m 7/1 78%
[a]

Vial reaction.

[b]

The combined isolated yield of 2 and 2’.

[c]

About 4% of 7 was formed.

[d]

Reaction time: 1 h.