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. 2019 Jun 24;9(34):19662–19674. doi: 10.1039/c9ra02825k

Synthesis of spirooxindole-2-azapyrrolizidine derivatives.

graphic file with name c9ra02825k-u1.jpg
Entrya Isatin 1a–g Product 4a–h Time (h) Yieldb (%) mp (°C)
R 1 R 2
1 H H 4a 3 95 260
2 Me H 4b 4 85 280
3 H Cl 4c 4 80 300
4 H F 4d 5 79 304
5 H Br 4e 5 90 318
6 H I 4f 5 85 291
7 H NO2 4g 6 78 340
8 H OMe 4h 5 90 271
a

Reactions conditions: isatin derivatives (1 mmol), malononitrile (1 mmol), and hydantoin (1 mmol).

b

Isolated yield.