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. Author manuscript; available in PMC: 2023 Jun 14.
Published in final edited form as: Org Lett. 2021 Jul 19;23(15):6019–6023. doi: 10.1021/acs.orglett.1c02098

Table 1.

Reaction conditions screeninga,b

graphic file with name nihms-1906323-t0002.jpg
Entry Reaction conditions varies from standard Yield of 3
1 None 95%
2 PPh3Au(TA-Me)OTf 6%
3 (ArO)3PAu(TA-Me)OTf n.r.
4 XPhosAu(TA-Me)OTf 85%
5 JohnPhosAuNTf2, no Zn(OTf)2 30%
6 JohnPhosAuNTf2 60%
7 JohnPhosAuCl 40%
8 No Zn(OTf)2 39%
9 Cu(OTf)2 as Lewis acid 60%
10 Ga(OTf)3, Yb(OTf)3, or In(OTf)3 as Lewis acid 40–42%
11 Zn(NTf2)2 instead of Zn(OTf)2 70%
12 Zn(OAc)2 instead of Zn(OTf)2 45%
13 Dioxane as solvent 85%
14 0.5 M 85%
15 at 100 °C 87%
16 No gold n.r
a

General reaction conditions: 1 (0.2 mmol, 1.0 equiv.), 2 (0.4 mmol, 2.0 equiv.), [Au] catal. (0.01 mmol, 5 mol%), Lewis Acid (0.02 mmol, 10 mol%) in dry solvent (0.2 mL) under Ar at 110 °C.

b

Yield was determined by 1H NMR using 1,3,5-trimethoxybenzene as an internal standard.