Attempts to replace electricity with chemical oxidantsa.
| |||
|---|---|---|---|
| Entry | Oxidant | 4, yielda (conv., %) | 27, yielda (conv., %) |
| 1 | Anode | 68 (>95) | 70 (>95) |
| 2 | NFSI | n.d. (11) | n.d. (51) |
| 3 | TBHP | n.d. (20) | n.d. (73) |
| 4 | CAN | n.d. (36) | n.d. (35) |
| 5 | m-CPBA | n.d. (14) | n.d. (22) |
| 6 | DDQ | n.d. (15) | n.d. (91) |
| 7 | PhI(OAc)2 | n.d. (30) | n.d. (>95) |
| 8 | Mn(OAc)3 | n.d. (69) | n.d. (>95) |
| 9 | AgNO3 | n.d. (>95) | n.d. (>95) |
Yield and conversion were determined by NMR of the crude reaction mixture with PhOCF3 or CH2Br2 as the internal standard; n.d. = not detected.