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

Synthesis of 2-azapyrrolizidine derivatives.

graphic file with name c9ra02825k-u2.jpg
Entrya Aldehyde Product Time (h) Yieldb (%) mp (°C)
R 1 R 2 R 3 R 4
1 H H OMe H 4i 3 95 260
2 H H Me H 4j 3 95 260
3 H H H H 4k 1 92 275
4 OMe H OMe H 4l 6 50 245
5 H H Br H 4m 74 271
6 H NO2 H H 4n 6 85 265
7 H Cl H 4o 2 96 281
8 Cl H Cl 4p 5 54 265
a

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

b

Isolated yield.