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. Author manuscript; available in PMC: 2015 Jul 7.
Published in final edited form as: Chemistry. 2014 Jun 6;20(28):8691–8701. doi: 10.1002/chem.201402433

Table 1.

Screening Catalysts and Conventional Lewis Acids.[a]

graphic file with name nihms-608086-f0002.jpg
Entry Catalyst Loading (mol%) Time (h) Yield (%)/[b] (α:β)[b]
1 Pd(CH3CN)4(BF4)2 5 5 NR
2 Pd(PhCN)2(OTf)2 5 1 86 (10:1)
3 Pd(PhCN)2(OTf)2 2 1 85 (10:1)
4 Ni(PhCN)4(OTf)2 2 0.25 84 (11:1)
5 Ni(4-F-PhCN)4(OTf)2 2 0.25 88 (10:1)
6 Ni(4-MeO-PhCN)4(OTf)2 2 0.25 90 (10:1)
7 Ni(dppe)(OTf)2 2 1 85 (30:1)
8 Ni(dppe)Cl2 2 6 NR
9 Ni(dppp)(OTf)2 2 1.75 70 (8:1)
10 Ni(dppb)(OTf)2 2 1.25 49 (9:1)
11 Ni(PPh3)(OTf)2 2 1.25 61 (12:1)
12 Ni(OTf)2 2 0.25 57 (19:1)
13 AgOTf 6 14 72 (5:1)
14 TMSOTf 4 2 72 (8:1)
15 BF3OEt2 6 6 65 (4:1)
[a]

The conversions were performed at 0.2 M in CH2Cl2 with 2 −5 mol% of Pd/Ni catalysts or Lewis acids.

[b]

Isolated Yield.

[c]

1H NMR ratio.