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. 2020 Apr 6;10(24):14122–14133. doi: 10.1039/d0ra02374d

Spirooxindoles obtained with pre-synthesized acyl chloridea.

Compound # R1 R2 R3 a/b Yield,%
22a,b H 4F 4-Cl 1/2 64
23a,b H 4-Cl 4-Cl 1/2 53
24a,b H 4-Br 4-Cl 1/2 49
25a,b H 4-OH 4-Cl 1/2 62
26a,b H 4-OEt 4-Cl 1/5 57
27a,b H 3-Cl, 4-F 4-Cl 2/5 55
28b H 2-F 4-Cl 44
a

Reaction conditions: Schiff base (1.0 eq.), 4-chlorophenylacetyl chloride (1.5 eq.), Et3N (3.0 eq.), DMF, reflux for 6–9 h.