Skip to main content
. Author manuscript; available in PMC: 2011 Nov 5.
Published in final edited form as: Org Lett. 2010 Nov 5;12(21):4728–4731. doi: 10.1021/ol102194c

Table 2.

Oxyarylation of 1 with Trimethylsilanesa,b

graphic file with name nihms241424u3.jpg

entry R R′ product yield (%)c
1 4-OAc Me 3 83
2 4-OTf Me 4 53
3 4-N(Me)Ts Me 5 66
4 4-Me Me 6 73
5 4-Br Me 7 82
6 4-CHO Me 8 77
7 4-CO2Me Me 9 68
8 3-CO2Me Me 10 83
9 2-CH2CH2OH Me 11 69
10 H Me 12 87
11 H Et 2 83
12 H i-Pr 13 81
13 H t-Bu 14 37
14 H neopentyl 15 64
15 H cyclopentyl 16 68
16 H 2-methoxyethyl 17 86
17 H H 18 77
18 2-CH2CH2OH H 19 55
a

Conditions: 1 (100 μmol), R′OH (1.0 mmol), Selectfluor (200 μmol), ArSiMe3 (150 μmol), 5 mol % dppm(AuBr)2, 0.1 M in CH3CN, 50 °C for 14 h.

b

Catalyst addition in two portions over two hours.

c

Isolated yields.