Three-Component Synthesis of α,α-Aminoperoxides Using Primary and Secondary Dialkylzinc Reagents with O2 and α-Amido Sulfones

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2020
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American Chemical Society (ACS)
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Abstract
A straightforward strategy for the synthesis of unprecedented α-aminoperoxides bearing primary and secondary alkylperoxide substituents is described. Commercially available dialkylzinc reagents are oxidized with molecular oxygen and the consequent peroxide species react with stable (hetero)aromatic and aliphatic α-amido sulfones in excellent yields (>90%). The now available α-aminoperoxides are of potential interest in medicinal chemistry, specifically for the synthesis of antimalarial compounds. Moreover, modification of the reaction conditions selectively leads to N,O-acetals in good yields.
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Monleón, A., Montesinos-Magraner, M., Sanz-Marco, A., Blay, G., & Pedro, J. R. (2020). Three-Component Synthesis of α-Aminoperoxides Using Primary and Secondary Dialkylzinc Reagents with O2 and α-Amido Sulfones. En Organic Letters (Vol. 22, Issue 14, pp. 5380-5384). American Chemical Society (ACS). https://doi.org/10.1021/acs.orglett.0c01692
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