AI Article Synopsis
- A new reaction allows the conversion of α,β-unsaturated carbonyl compounds into β-amino ketones and esters using a specialized reagent called N-trifluoromethylthio-4-nitrophthalimide.
- In this process, the reagent provides both nitrogen and SCF3 (sulfur, carbon, fluorine) elements when combined with DABCO, a catalyst.
- The reaction is notable for its mild conditions, high efficiency, and potential for creating α-SCF3 amino acids.
Article Abstract
A novel difunctionalization reaction is described. It uses N-trifluoromethylthio-4-nitrophthalimide as the reagent, which serves as both the nitrogen and SCF3 sources. In the presence of DABCO (1,4-diazabicyclo[2.2.2]octane), the nitrogen and SCF3 groups can be incorporated into α,β-unsaturated carbonyl compounds easily and give versatile β-amino ketones and esters in good yields. This difunctionalization reaction features mild reaction conditions, high atom-economy, and efficient access to α-SCF3 amino acids.
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| http://dx.doi.org/10.1021/acs.orglett.5b03116 | DOI Listing |
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