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. 2021 Sep 16;86(19):13817–13823. doi: 10.1021/acs.joc.1c01888

Table 1. Optimization of the Reaction Conditions.

graphic file with name jo1c01888_0008.jpg

entry equiv T (°C) solvent time (h) conversion (%)a
1 4 rt MeOH 24 27c
2 8 rt MeOH 24 60
3 10 rt MeOH 24 >99
4 4 50 MeOH 12 >99 (91)b
5 2 50 MeOH 12 45c
6 3 50 MeOH 12 73c
7 4 50 EtOH 12 >99
8 4 50 CH2Cl2 24  
9 4 50 toluene 24  
10 4 rt CH3CN 2 >99 (93)b
11 2 rt CH3CN 2 >99 (90)b
12 2 rt DMF 12  
a

Determined by 1H NMR in the crude reaction mixture.

b

Yield after chromatographic purification.

c

Nitrone is the only observed product in the 1H NMR spectra.