Table 1 Three-component aza-Darzens reaction catalyzed by Zn2Er8L38 cage for N-aryl aziridine derivativesa

From: Regulation of lanthanide supramolecular nanoreactors via a bimetallic cluster cutting strategy to boost aza-Darzens reactions

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Catalyst

R1

R2

Yield %a

Zn2Er8L38

H

H

4a/88

4-Me

H

4b/88

4-OEt

H

4c/81

4-OMe

H

4d/65

4-Et

H

4e/82

4-iPr

H

4f/84

4-tBu

H

4g/83

4-Cl

H

4h/60

4-I

H

4i/64

4-Br

H

4j/56

4-F

H

4k/76

3-Me

H

4l/85

3-tBu

H

4m/88

3-Et

H

4n/86

3-iPr

H

4o/87

3-F

H

4p/55

2-tBu

H

4q/83

4-COOH

H

4r/Trace

4-NO2

H

4s/Trace

H

Et

4t/86b

  1. aReaction condition: aniline (0.5 mmol), formaldehyde (0.6 mmol), α-diazo ester (0.7 mmol), catalyst (0.4 mol%), 0.5 h, room temperature. bReaction condition: aniline (0.5 mmol), propanal (1.5 mmol), α-diazo ester (1.5 mmol), catalyst (0.4 mol%), 2 h, room temperature. The yield was determined by 1H NMR analysis employing 1,1,2,2-tetrachloroethane (0.5 mmol) as an internal standard (Supplementary Appendix I).
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