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. Author manuscript; available in PMC: 2012 Jun 3.
Published in final edited form as: Org Lett. 2011 May 10;13(11):2936–2939. doi: 10.1021/ol2009939

Table 3.

Cycloaddition of 1a and unsymmetrical alkynesa

entry alkyne (2) reaction time product
% yield (3:3')b
graphic file with name nihms295648t24.jpg
1 Ar = Ph, R = Me 2d 6h 3n, 69 (1.2:1)
2 Ar = p-OMeC6H4, R = Me, 2e 6h 3o, 39 (3:2)
3 Ar = p-CF3C6H4, R = Me, 2f 6h 3p, 39 (4:1)
4 Ar = Py, R = Me, 2g 16h 3q, 56 (7:3)
5 Ar = Ph, R = Bu, 2h 5h 3r, 53 (2:3)
6 Ar = Ph, R = −(CH2)2NTsBoc 2i 5h 3s, 44 (3:2)
graphic file with name nihms295648t25.jpg
7 R = Me, R' = Bu, 2j 24h 3t, 62 (1:1)
8 R = Me, R' = tBu,2k 6h 3u, 26 (0:1)
a

Reaction Conditions: 0.4 M 1, 0.4 M 2, 10 mol % Fe(OAc)2, 13 mol % L12, 20 mol % Zn, DMF, 85 °C.

b

Average of at least two reaction runs.