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. Author manuscript; available in PMC: 2013 Aug 17.
Published in final edited form as: Org Lett. 2012 Jul 31;14(16):4182–4185. doi: 10.1021/ol301847m

Table 2.

Survey of Halide and Pseudohalide Substratesa

graphic file with name nihms398141u3.jpg
entry X yieldb
1 OCO2tBu 15%
2 OPiv 44%
3 OTs 63%
4 OTf 4%
5 I 25%
6 Br 33%
7 Cl 98%
a

Conditions: NiCl2(DME) (5 mol %), 3 (10 mol %), substrate (1 equiv), morpholine (1.8 equiv), Ph–B(pin) (0.35 equiv), NaOtBu (2.25 equiv), hexamethylbenzene (0.1 equiv), 3 h.

b

Yield determined by 1H NMR analysis with hexamethylbenzene as internal standard.