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Direct Synthesis of γ-Keto Sulfones via Bro/nsted Acid-Promoted Tandem Sulfonylation of Propargylic Esters with RSO2H
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DOI：10.1021/acs.joc.6c00509.png)
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Abstract
En 中文
A novel and general strategy has been developed for the synthesis of gamma-keto sulfones via Bro/nsted-acid-promoted tandem sulfonylation of propargylic esters with RSO2H under metal-free and oxidant-free conditions. The novel transformation proceeds through alpha,beta-unsaturated ketone intermediates as the key intermediate, which then undergoes thia-Michael addition with sulfinic acids to afford the target gamma-keto sulfones in moderate to excellent yields. The key merits of this approach include operational simplicity, the avoidance of metals and oxidants, and good functional group tolerance.
Keywords:
EFFICIENT SYNTHESIS
MICHAEL ADDITION
CONJUGATE ADDITION
HIGHLY EFFICIENT
REARRANGEMENT
INHIBITORS
ALCOHOLS
CATALYST
CYCLOADDITIONS
GENERATION
Journal
IF:
3.6
Papers:
5.4W
Citations:
8.8W
Organization
Cited Papers