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. Author manuscript; available in PMC: 2013 Oct 10.
Published in final edited form as: J Am Chem Soc. 2012 Oct 1;134(40):16856–16868. doi: 10.1021/ja307861n

Table 7.

Scope of the Cross-Coupling of Various Potassium 1-(Benzyloxy)alkyltrifluoroborates.

graphic file with name nihms411884u7.jpg
Entry RBF3K Product Isolated Yield (%)
1 12i graphic file with name nihms411884t77.jpg 13a 51
2 12g graphic file with name nihms411884t78.jpg 13b 72
3 12e graphic file with name nihms411884t79.jpg 13c 95
4 12d graphic file with name nihms411884t80.jpg 13d 66
5 12k graphic file with name nihms411884t81.jpg 13e 52a
6 7h graphic file with name nihms411884t82.jpg 13h 61
7 7f graphic file with name nihms411884t83.jpg 13i 89
8 7g graphic file with name nihms411884t84.jpg 13j 84

Reaction conditions: 1.0 equiv of trifluoroborate, 1.0 equiv of electrophile, 7.5 mol % Pd, 5.0 equiv of base, 1:1 CPME/H2O, 105 °C, 24 h.

a

Reaction with 3 equiv of Cs2CO3.