4.5 Article

KO-t-Bu Catalyzed Thiolation of β-(Hetero)arylethyl Ethers via MeOH Elimination/hydrothiolation

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2021, 期 28, 页码 3932-3935

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202100597

关键词

Alkenes; Anti-Markovnikov hydrothiolation; Bronsted base; Elimination; Thioethers

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The KO-t-Bu catalyzed thiolation reaction described here is effective for synthesizing various thioether compounds, including a variety of substrates and thiols.
Herein, we describe a KO-t-Bu catalyzed thiolation of beta-(hetero)arylethyl ethers through MeOH elimination to form (hetero)arylalkenes followed by anti-Markovnikov hydrothiolation to afford linear thioethers. The system works well with a variety of beta-(hetero)arylethyl ethers, including electron-deficient, electron-neutral, electron-rich, and branched substrates and a range of aliphatic and aromatic thiols.

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