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. 2022 Nov 23;12(52):33605–33611. doi: 10.1039/d2ra07003k

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
a

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.

b

% determined by UHPLC for details see ESI.