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. 2021 Aug 19;11(45):28061–28071. doi: 10.1039/d1ra05802a

Optimization of the reaction conditionsa.

graphic file with name d1ra05802a-u1.jpg
Entry Catalyst Temperature (°C) Solvent Yieldb (%)
1 150 Toluene 18
2 150 Water 16
3 150 63
4 AgOTf 150 Toluene 84
5 Cu(OTf)2 150 Toluene 87
6 Sc(OTf)3 150 Toluene 50
7 AlCl3 150 Toluene 49
8 TfOH 150 Toluene 90
9 TMSOTf 150 Toluene Quant.
10 TMSOTf 150 DCM 93
11 TMSOTf 150 MeCN Quant.
12 TMSOTf 150 96
13 TMSOTf 100 92
14 TMSOTf 25 47
15 TMSOTf 200 75
a

Reaction conditions: 1a (0.48 mmol, 1.0 equiv.), 2a (0.95 mmol, 2.0 equiv.), HMDS (2.38 mmol, 5.0 equiv.), catalyst (0.048 mmol, 0.1 equiv.).

b

Isolated yields.