4.3 Article

Internally reuse by-product as promoter: A catalyst-free imine formation/Mukaiyama-Mannich sequence of α-amido sulfones with fluorinated silyl enol ethers

期刊

JOURNAL OF FLUORINE CHEMISTRY
卷 219, 期 -, 页码 106-114

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ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2019.01.003

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Catalyst-free; Mukaiyama-Mannich reaction; Fluorinated enol silyl ethers; Reuse waste

资金

  1. NSFC [21725203]

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Described herein is a catalyst-free tandem imine formation/Mukaiyama-Mannich sequence of fluorinated silyl enol ethers and alpha-amido sulfones, allowing the efficient synthesis of value-added beta-amino alpha-fluorinated ketones in good to excellent yields. Noticeably, the key for high efficacy of the catalyst-free reaction is attributed to the in situ generated acidic by-product PhSO2X (X = TMS or H) that can act as an promoter for the subsequent Mukaiyama-Mannich reaction.

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