Table 1.
HBC of 1-[18F]fluoro-4-iodobenzene ([18F]4) and piperazine. Total RCY is related to coupling yields based on [18F]4.
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Entry | Catalyst System | Base | Solvent | Radiochemical Conversion Yield/Reaction Time |
1 | Pd2(dba)3/DavePhos | NaO tBu | Toluene | 70%/15 min |
2 | Pd2(dba)3/RuPhos | NaO tBu | Toluene | 73%/15 min |
3 | [CinnamylPdCl]2/BrettPhos | NaO tBu | Toluene | 25%/30 min |
4 | Pd(OAc)2/RuPhos | NaO tBu | Toluene | 60%/5 min 74%/10 min |
5 | Pd2(dba)3/DavePhos | NaO tBu | 1,4-dioxane | 40%/30 min |
6 | Pd2(dba)3/DavePhos | NaO tBu | DMF | 0%/60 min |
7 | Pd(OAc)2/RuPhos | NaO tBu | DMF | 0%/60 min |
8 | [P(tBu)3PdBr]2 | K3PO4 | DMF | 0%/60 min |
9 | [P(tBu)3PdBr]2 | K2CO3 | DMF | 0%/60 min |
10 | Pd2(dba)3/RuPhos | K3PO4 | DMF | 50%/6 min 88%/15 min |
11 | Pd[P(tBu)3]2 | K3PO4 | DMF | 31%/15 min |
12 | Pd2(dba)3/JohnPhos | K3PO4 | DMF | 67%/15 min |
13 | Pd2(dba)3/JohnPhos | Cs2CO3 | DMF | 51%/15 min |
14 | Pd2(dba)3/XPhos | K3PO4 | DMF | 28%/15 min |
15 | Pd2(dba)3/XPhos | Cs2CO3 | DMF | 11%/15 min |
16 | Pd2(dba)3/RuPhos | K3PO4 | DMSO | 60%/15 min |
17 | Pd2(dba)3/RuPhos | Cs2CO3 | DMSO | ~95%/15 min |
18 | Pd2(dba)3/JohnPhos | K3PO4 | DMSO | 82%/15 min |
19 | Pd2(dba)3/XPhos | K3PO4 | DMSO | 77%/15 min |