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. Author manuscript; available in PMC: 2011 Jul 7.
Published in final edited form as: J Am Chem Soc. 2010 Jul 7;132(26):8885–8887. doi: 10.1021/ja1034123

Table 4.

Scope of hydroxyarylation reaction.a

graphic file with name nihms-215072-f0016.jpg
entry product yield (%)
1 graphic file with name nihms-215072-t0017.jpg 32 88b
2 graphic file with name nihms-215072-t0018.jpg 33 85c
3 graphic file with name nihms-215072-t0019.jpg 34 67d
4 graphic file with name nihms-215072-t0020.jpg 35 76
5 graphic file with name nihms-215072-t0021.jpg 36 73
6 graphic file with name nihms-215072-t0022.jpg 37 72
7 graphic file with name nihms-215072-t0023.jpg R = 3-F, 38 83
8 R = 4-Me, 39 71
a

At 0.1 M alkene in MeCN, 10 equiv. H2O, catalyst (2.5 mol%/addition) and ArB(OH)2 (1 equiv./addition) were added in 2 portions each, at t = 0h and 1h.

b

Isolated as a 1.2:1 mixture of diastereomers.

c

3 portions of catalyst (2.5 mol%/addition) and ArB(OH)2 (1 equiv./addition).

d

Using (4-CF3C6H4)3PAuBr as catalyst, 2 portions of 5 mol% each.