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. 2018 Apr 11;8(25):13643–13648. doi: 10.1039/c8ra01381k

Palladium-catalyzed borylation of aryl chlorides at room temperaturea.

graphic file with name c8ra01381k-u3.jpg
Entry Ary chloride Pd (mol%) Time (h) Yieldb (%)
1 graphic file with name c8ra01381k-u4.jpg 0.5 0.5 92
2 graphic file with name c8ra01381k-u5.jpg 0.5 2.0 96
3 graphic file with name c8ra01381k-u6.jpg 0.5 1.0 74
4 graphic file with name c8ra01381k-u7.jpg 0.5 1.0 84
5 graphic file with name c8ra01381k-u8.jpg 0.5 1.0 72
6 graphic file with name c8ra01381k-u9.jpg 0.5 4.0 83c
7 graphic file with name c8ra01381k-u10.jpg 1.0 8.0 85c
8 graphic file with name c8ra01381k-u11.jpg 1.0 6.0 82c
9 graphic file with name c8ra01381k-u12.jpg 0.5 1.0 93
10 graphic file with name c8ra01381k-u13.jpg 1.0 1.5 63
11 graphic file with name c8ra01381k-u14.jpg 1.0 3.0 67
12 graphic file with name c8ra01381k-u15.jpg 0.5 0.5 90
13 graphic file with name c8ra01381k-u16.jpg 0.5 0.5 88
a

Reaction conditions: 1 (1.0 equiv.), B2pin2 (1.2 equiv.), K3PO4·7H2O (3.0 equiv.), XPhos-Pd-G2 (0.5 mol%), XPhos (0.25 mol%), EtOH (0.5 M).

b

Isolated yield.

c

XPhos-Pd-G2 (1.0 mol%), XPhos (0.5 mol%).