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. 2023 Sep 1;13(37):25959–25967. doi: 10.1039/d3ra02829a

Optimization of ultrasound-assisted-one-pot synthesis of 3-substituted-isoindolin-1-onesa.

graphic file with name d3ra02829a-u1.jpg
Entry [NaBH3CN] (equiv.) Solvent Catalyst Yieldb (%)
1 3 i-PrOH p-TSA 63
2 5 i-PrOH p-TSA 70
3 10 i-PrOH p-TSA 86
4 15 i-PrOH p-TSA 75
5 10 DMSO p-TSA 79
6 10 MeCN p-TSA 90
7 10 THF p-TSA 77
8 10 MeCN HCl 72
9 10 MeCN TFA 93
10 10 MeCN BF3·OEt2 80
11c 10 MeCN TFA 77
a

The experiments were performed using 0.5 mmol of 2a and 1.0 mmol of 3a under ultrasonic irradiation (40 kHz, 350 W) for 30 min (1st step) + 60 min (2nd step).

b

Isolated yields.

c

The reaction was performed at 50 °C for 5 h + 5 h using conventional heating.