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. Author manuscript; available in PMC: 2013 Feb 17.
Published in final edited form as: J Org Chem. 2012 Jan 26;77(4):1891–1908. doi: 10.1021/jo202366c

Table 1.

Cycloisomerization of BOM-protected Phenol 8b to Benzofuran 9.

graphic file with name nihms354218t1.jpg
entry Conditions Conversion (%) Yield
1 PtCl2 (10 mol %), COD BOMCl, PhCH3 77% 31%
2 AuCl3 (25 mol %), COD BOMCl, PhCH3 100% 60%
3a AuCl3 (25 mol %), COD BOMCl, PhCH3 66% 45%

BOM= benzyloxymethyl

a)

Results upon scaling up by a factor of 50.