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. 2015 Dec 28;11:2737–2746. doi: 10.3762/bjoc.11.295

Table 1.

Effect of ligand and oxidant in gold-catalyzed oxidative C–H arylation of isoxazole 1a.a

graphic file with name Beilstein_J_Org_Chem-11-2737-i001.jpg

Entry Au catalyst Oxidant Yield [%]b

3aa 4a

1 AuCl(PPh3) IBA 10 7
2 AuCl(IPr) IBA 0 0
3 AuCl(PyC) IBA 30 12
4 AuCl(PyC) PhI(OAc)2 4 5
5 AuCl(PyC) PhI(OCOCF3)2 3 4
6c AuCl(PyC) PhI(OH)(OTs) 9 5
7d AuCl(PyC) IBA 13 5
8c AuCl(PyC) IBA 0 9
9e AuCl(PyC) IBA 3 36

graphic file with name Beilstein_J_Org_Chem-11-2737-i002.jpg

aReaction conditions: 1a (0.20 mmol), 2a (0.20 mmol), Au catalyst (5 mol %), oxidant (0.20 mmol), (+)-10-camphorsulfonic acid (CSA, 0.20 mmol), CHCl3/MeOH (10:1, 1.1 mL), 65 °C. bDetermined by GC analysis with n-nonane as an internal standard. cWithout CSA. dTsOH·H2O was used instead of CSA. eCHCl3 (1.0 mL) was used as solvent.