Table 1.
Evaluation of Reaction Conditions for the Direct Arylation of 1-Fluoronaphthalene (1a)
![]() | ||
---|---|---|
entry | deviation on reaction conditions | yield (%)a |
1 | none | 81 |
2 | Cy3P, instead of tBuPCy2 | 50 |
3 | Cy2PPh, instead of tBuPCy2 | 41 |
4 | tBu3P, instead of tBuPCy2 | 35 |
5 | Ph3P, instead of tBuPCy2 | 10 |
6 | (o-Tolyl)3P, instead of tBuPCy2 | <5 |
7 | AgOAc (1 equiv), instead of Ag2O | 38 |
8 | Ag2CO3, instead of Ag2O | 43 |
9 | AgNO3, instead of Ag2O | 56 |
10 | K2CO3, instead of Cs2CO3 | 24 |
11 | Na2CO3, instead of Cs2CO3 | 20 |
12 | without Pd(OAc)2 | <5 |
13 | without tBuPCy2 | <5 |
14 | without Ag2O | <5 |
Determined by 19F NMR in CDCl3 with C6H5F as internal standard.