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. 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 1.

Ethoxyarylation of 1 with Arylsilicon Reagentsa

graphic file with name nihms241424u2.jpg
entry Ph-SiX3 equiv yield (%)b
1 PhSiMe3 1.5 50
2 PhSiMe3 1.5 77c
3 PhMe2SiOH 2.0 41
4 Ph3SiOH 1.0 33
5 Ph2Si(OH)2 2.0 65
6 PhMeSi(OH)2 2.0 22
7 [(Ph2SiO)3] 1.0 28
8 PhSi(OH)3 2.0 83
9 PhSi(OEt)3 2.0 74
a

Conditions: 1 (30 μmol), EtOH (300 μmol), Selectfluor (45 μmol), 5 mol % dppm(AuBr)2, 0.05 M in CD3CN, 50 °C for 14 h.

b

Yield determined by 1H NMR with nitrobenzene as internal standard.

c

2.0 equiv (60 μmol) of Selectfluor used.