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. 2024 Apr 23;146(17):11599–11604. doi: 10.1021/jacs.4c02474

Table 1. Reaction Optimization*.

graphic file with name ja4c02474_0005.jpg

Entry Deviation from Standard Conditions Yielda (%) RCY (%)
1 with NEt3·3HF (2 equiv), 3a (1 mol%) in CH2Cl2 (0.2 M) for 16 h 84%  
2 with KF (2 equiv), HFIP (10 equiv), 3a (1 mol%) in CH2Cl2 (0.05 M) for 16 h 20%  
3 with CsF (2 equiv), HFIP (10 equiv), 3a (1 mol%) in CH2Cl2 (0.05 M) for 16 h 59%  
4 none   92 ± 4n=3
5 no photocatalyst   0n=1
6 no irradiation   0n=1
7 no HFIP   11n=1
8 in THF   51n=1
9 with 4CzIPN   90n=1
10 2 min reaction time   71n=1
11 0.005 mmol substrate loading   66n=1
12 no N2 degassing   82n=1
*

[18F]KF was prepared with a K2CO3 (0.011 mmol)/K222 (0.020 mmol) elution protocol. RCY: radiochemical yield determined by radioHPLC. Redox potentials given versus SCE.15

a

Determined by quantitative 19F NMR.