Mild and Efficient Strontium Chloride Hexahydrate-Catalyzed Conversion of Ketones and Aldehydes into Corresponding gem- Dihydroperoxides by Aqueous H2O2
Abstract
:1. Introduction
2. Results and Discussion
Entry | Ketone 1/Aldehyde 3 | Catalyst | Solvent | Time (h) | Yield (%)b |
---|---|---|---|---|---|
1 | 3-pentanone | SrCl3·6H2O | CH3CN | 3 | 95 |
2 | 3-pentanone | SrCl3·6H2O | CH2Cl2 | 6 | 78 |
3 | 3-pentanone | SrCl3·6H2O | Et2O | 8 | 56 |
4 | 3-pentanone | SrCl3·6H2O | AcOEt | 6 | 82 |
5 | 3-pentanone | SbCl3 | CH3CN | 8 | 48 |
6 | 3-pentanone | CeO2 | CH3CN | 10 | 45 |
7 | 3-pentanone | CrCl3·6H2O | CH3CN | 8 | 75 |
8 | 3-pentanone | KF-Al2O3 | CH3CN | 10 | Trace |
9 | Cyclohexanone | SrCl3·6H2O | CH3CN | 3 | 94 |
10 | Cyclohexanone | SbCl3 | CH3CN | 7 | 55 |
11 | Cyclohexanone | CeO2 | CH3CN | 8 | 50 |
12 | Cyclohexanone | CrCl3·6H2O | CH3CN | 6 | 70 |
13 | Cyclohexanone | KF-Al2O3 | CH3CN | 10 | Trace |
14 | Acetophenone | SrCl3·6H2O | CH3CN | 10 | 45 |
15 | Acetophenone | SbCl3 | CH3CN | 12 | 23 |
16 | Acetophenone | CeO2 | CH3CN | 12 | 15 |
17 | Acetophenone | CrCl3·6H2O | CH3CN | 10 | 28 |
18 | Acetophenone | KF-Al2O3 | CH3CN | 20 | 0 |
19 | Benzaldehyde | SrCl3·6H2O | CH3CN | 10 | 54 |
20 | Benzaldehyde | SbCl3 | CH3CN | 15 | 32 |
21 | Benzaldehyde | CeO2 | CH3CN | 15 | 15 |
22 | Benzaldehyde | CrCl3·6H2O | CH3CN | 12 | 22 |
23 | Benzaldehyde | KF-Al2O3 | CH3CN | 20 | 0 |
Entry | Ketone 1/ Aldehyde 3 | Product2 or 4 b | Time (h) | Yield (%)c |
---|---|---|---|---|
a | 4 | 96 | ||
b | 4 | 98 | ||
c | 3 | 95 | ||
d | 3 | 92 | ||
e | 3 | 94 | ||
f | 4 | 97 | ||
g | 3 | 90 | ||
h | 10 | 45 | ||
i | 9 | 68 | ||
j | 8 | 62 | ||
k | 12 | |||
l | 10 | 54 | ||
m | 11 | 52 | ||
n | 9 | 75 | ||
o | 9 | 72 | ||
Pd | 10 | 73 | ||
q | 5 | 90 | ||
r | 5 | 92 |
3. Experimental
3.1. General
3.2. General procedure for synthesis of gem-dihydroperoxides
4. Conclusions
Acknowledgements
- Sample Availability: Samples of the compounds are available from the authors.
References
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Azarifar, D.; Khosravi, K.; Soleimanei, F. Mild and Efficient Strontium Chloride Hexahydrate-Catalyzed Conversion of Ketones and Aldehydes into Corresponding gem- Dihydroperoxides by Aqueous H2O2 . Molecules 2010, 15, 1433-1441. https://doi.org/10.3390/molecules15031433
Azarifar D, Khosravi K, Soleimanei F. Mild and Efficient Strontium Chloride Hexahydrate-Catalyzed Conversion of Ketones and Aldehydes into Corresponding gem- Dihydroperoxides by Aqueous H2O2 . Molecules. 2010; 15(3):1433-1441. https://doi.org/10.3390/molecules15031433
Chicago/Turabian StyleAzarifar, Davood, Kaveh Khosravi, and Fatemeh Soleimanei. 2010. "Mild and Efficient Strontium Chloride Hexahydrate-Catalyzed Conversion of Ketones and Aldehydes into Corresponding gem- Dihydroperoxides by Aqueous H2O2 " Molecules 15, no. 3: 1433-1441. https://doi.org/10.3390/molecules15031433