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. 2019 Aug 19;10(40):9265–9269. doi: 10.1039/c9sc02835h

Table 1. Reaction optimization a .

Inline graphic
Entry Mol% Cu(OTf)2 Ligand (mol%) Solvent Temp (°C) Yield (%)
1 b 20 3a (25) DCE 105 78
2 20 3a (25) DCE 105 84
3 5 3a (6) DCE 105 71
4 10 3a (12) DCE 105 71
5 DCE 105 51
6 20 3a (25) PhCH3 120 48
7 20 3a (25) PhCF3 120 82
8 20 3a (25) Dioxane 120 71
9 20 3b (25) DCE 105 62
10 20 3c (25) DCE 105 84
11 20 3d (25) DCE 105 77
12 20 3e (25) DCE 105 66
13 20 4a (25) DCE 105 71
14 20 DCE 105 54
15 c 20 3a (25) DCE 105 67
16 d 20 3a (25) DCE 105 35
17 e 20 3a (25) DCE 105 73

aAll reactions were run in a sealed tube under argon with 0.125 mmol BnBF3K and 1.5 equiv. of acid 1a in DCE (0.125 mM) unless otherwise noted.

bReaction run with 1 equiv. of acid 1a.

cReaction run with Ag2CO3 (1.3 equiv.) instead of MnO2.

dReaction run with K2S2O8 (2.6 equiv.) instead of MnO2.

eReaction run with 1 mmol BnBF3K.