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. 2018 May 23;8(34):18938–18951. doi: 10.1039/c8ra02725k

Yields of mixed bis-thiopyrrolizidino dispiro-oxindole 6(A-E)(a-b) derived from curcumin, isatins, proline and thioproline.

Entrya R1 R2 R3 R4 R5 R6 Product Yieldb (%)
1 H H H H OMe H 6Aa 30
2 H H H H OMe H 6Ab 35
3 H F H H I H 6Ba 32
4 H F H H I H 6Bb 37
5 H Cl H H I H 6Ca 31
6 H Cl H H I H 6Cb 35
7 H OMe H H Me Me 6Da 32
8 H OMe H H Me Me 6Db 36
9 H Me H H Me Me 6Ea 31
10 H Me H H Me Me 6Eb 36
a

Unless otherwise noted, the reaction was performed with 1.76 mmol of 3A-E(a) (±), isatins and thioproline in 50.0 mL of MeOH under reflux for 8 h.

b

Determined after isolation.