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. 2018 May 18;8(33):18308–18315. doi: 10.1039/c8ra03842b

Optimization of reaction conditionsa.

graphic file with name c8ra03842b-u1.jpg
Entry Catalyst Oxident (R) Yieldb (%)
4a 4aa 4ab
1 PPh3AuNTf2 3a (2,6-Br2) <1 90 <1
2 IPrAuNTf2 3a (2,6-Br2) 17 72 <1
3 Zn(OTf)2 3a (2,6-Br2) 75 <1 12
4 Fe(OTf)3 3a (2,6-Br2) 65 <1 32
5 Yb(OTf)3 3a (2,6-Br2) 69 <1 12
6 In(OTf)3 3a (2,6-Br2) 64 <1 18
7 Sm(OTf)3 3a (2,6-Br2) 74 <1 <1
8 Sc(OTf) 3 3a(2,6-Br2) 95 <1 <1
9 HNTf2 3a (2,6-Br2) 39 <1 23
10 MsOH 3a (2,6-Br2) <1 <1 70
11 Sc(OTf)3 3b (2,6-Cl2) 88 <1 6
12 Sc(OTf)3 3c (2-Br) 80 <1 11
a

Reactions run in vials; [1a] = 0.05 M.

b

Estimated by 1H NMR using diethyl phthalate as an internal reference.