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. 2021 Mar 26;12(17):6148–6152. doi: 10.1039/d1sc01132d

Reaction optimizationa.

graphic file with name d1sc01132d-u1.jpg
Entry Solvent Amine/HF Catalyst loading [mol%] Yieldb [%]
1 CHCl3 1 : 4.5 20 72
2 CHCl 3 1 :6.0 20 >95
3 CHCl3 1 : 7.5 20 94
4 CHCl3 1 : 9.23 20 87
5 CHCl3 1 : 6.0 10 87
6 CHCl3 1 : 6.0 5 79
7 DCM 1 : 6.0 20 >95
8 DCE 1 : 6.0 20 93
9 ETFA 1 : 6.0 20 84
10 MeCN 1 : 6.0 20 50
11 CHCl3 1 : 6.0 0 <5
a

Standard reaction conditions: 1a (0.2 mmol), Selectfluor® (1.5 equiv.), amine : HF source (0.5 mL), solvent (0.5 mL), p-TolI, 24 h, rt.

b

Determined by 19F NMR using α,α,α-trifluorotoluene as internal standard.