Input parameters and results from DoE response surface methodology performed in flow Pd(OAc)2/pyridine catalyzed aerobic oxidation of 1.a.
| Entry | Catalyst loading (mol%) | T (°C) | V of reagents (mL min−1) | Conv. of 1b (%) | Yield of 2b (%) | Yield of 3b (%) |
|---|---|---|---|---|---|---|
| 1 | 5 | 80 | 0.1 | 0.4 | 0.4 | 0.0 |
| 2 | 5 | 80 | 1.0 | 17.0 | 17.0 | 0.0 |
| 3 | 5 | 120 | 0.1 | 12.3 | 0.0 | 12.2 |
| 4 | 5 | 120 | 1.0 | 6.4 | 0.4 | 6.0 |
| 5 | 40 | 80 | 0.1 | 20.8 | 0.0 | 20.8 |
| 6 | 40 | 80 | 1.0 | 41.2 | 0.0 | 41.2 |
| 7 | 40 | 120 | 0.1 | 36.3 | 0.0 | 36.3 |
| 8 | 40 | 120 | 1.0 | 70.4 | 0.0 | 70.4 |
| 9 | 5 | 100 | 0.55 | 6.0 | 4.4 | 1.6 |
| 10 | 40 | 100 | 0.55 | 27.4 | 0.0 | 27.4 |
| 11 | 22.5 | 80 | 0.55 | 6.5 | 0.0 | 6.5 |
| 12 | 22.5 | 120 | 0.55 | 39.1 | 0.0 | 39.1 |
| 13 | 22.5 | 100 | 0.1 | 22.3 | 0.0 | 22.3 |
| 14 | 22.5 | 100 | 1.0 | 15.0 | 0.0 | 15.0 |
| 15 | 22.5 | 100 | 0.55 | 24.1 | 0.0 | 24.1 |
| 16 | 22.5 | 100 | 0.55 | 22.6 | 0.0 | 22.6 |
| 17 | 22.5 | 100 | 0.55 | 22.6 | 0.0 | 22.6 |
Standard reaction conditions: substrate 1 = 20 mg (0.05 mmol) dissolved in 2 mL toluene/caprolactone = 1 : 1; PO2 = 5 bar; catalyst/pyridine = 1/1.3; VO2 = 0.1 mL min−1.
% determined by UHPLC for details see ESI.