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. 2019 Aug 1;9(41):23876–23887. doi: 10.1039/c9ra04096j

Studies of reaction conditionsa.

graphic file with name c9ra04096j-u1.jpg
Entry Solvent Catalyst amount (mol%) Oxidant Yieldb (%)
1 Chlorobenzene 5 DTBP 54
2 Heptane 5 DTBP 22
3 Toluene 5 DTBP 83
4c Toluene 5 DTBP 17
5 Toluene 0 DTBP 4
6 Toluene 1 DTBP 21
7 Toluene 3 DTBP 51
8 Toluene 7 DTBP 87
9 Toluene 5 K2S2O8 8
10 Toluene 5 AgNO3 11
11 Toluene 5 Oxygen 2
12d Toluene 5 TBHP 55
a

Reaction conditions: acetophenone oxime acetate (0.6 mmol), phenylacetic acid (0.2 mmol), solvent (2 mL), oxidant (0.6 mmol), at 140 °C under air for 2 h and under argon for 6 h.

b

GC yield.

c

Reaction at 120 °C.

d

TBHP in water. DTBP = di-tert-butylperoxide, TBHP = tert-butyl hydroperoxide.