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. Author manuscript; available in PMC: 2012 Jun 3.
Published in final edited form as: J Org Chem. 2011 Apr 29;76(11):4697–4702. doi: 10.1021/jo200360s

TABLE 4. Effect of CuI on CM with Acrylonitrile.

graphic file with name nihms293196u6.jpg
entry acrylonitrile (equiv) time (h) conversion (%)a
1 5.0 24 35
2 1.5 3 38b
3c 1.5 1 53
4c 1.5 3 60
5d 1.5 3 64 (51)e
6d,f 1.5 3 61
7d,g 1.5 3 30
a

Based on 1H NMR.

b

Significant amount of starting material dimer formed.

c

Grubbs-2 catalyst added as a solution over 30 minutes.

d

Grubbs-2 catalyst added portionwise as a solid over 2 hours.

e

Isolated yield.

f

8 mol % CuI.

g

No CuI added.