Optimization of reaction conditions.
| ||
|---|---|---|
| Entry | Deviation from standard | Yielda (%) |
| 1 | None | 62 (56b) |
| 2 | Ce(OTf)3 instead of CeCl3 | 16 |
| 3 | KCl insetad of NaCl | 42 |
| 4 | NaOAc instead of Na3PO4 | 35 |
| 5 | DBU instead of Cs2CO3 | 0 |
| 6 | EtOAc instead of CH3CN | 48 |
| 7 | DMF instead of CH3CN | 0 |
| 8 | 0.05 M instead of 0.1 M | 43 |
| 9 | 0.2 M instead of 0.1 M | 45 |
| 10 | 365 nm instead of 390 nm | 11 |
| 11 | 427 nm instead of 390 nm | 0 |
| 12 | No CeCl3 | 12 |
| 13 | No NaCl | 30 |
| 14 | No Na3PO4 | 0 |
| 15 | No irradiation | 0 |
Yields were determined by 1H NMR using 1,3,5-trimethoxybenzene as internal standard.
Yield was based on isolation after chromatography. See ESI for reaction details.