Palladium-Catalyzed Carbothiolation via Trapping of the σ-Alkyl Palladium Intermediate with RSTIPS

Yosuke Hosoya, Ikumi Kobayashi, Kota Mizoguchi, Masahisa Nakada

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Abstract

A palladium-catalyzed carbothiolation via the reaction of a σ-alkyl palladium intermediate with a TIPS thioether is described. It was found that the use of Cs2CO3, (IPr)Pd(allyl)Cl, and a TIPS thioether was key to obtaining alkyl aryl and dialkyl sulfides in high yield through the reaction of a σ-alkyl palladium intermediate. The developed reaction is applicable to a wide range of substrates and thiols.

Original languageEnglish
Pages (from-to)8280-8284
Number of pages5
JournalOrganic Letters
Volume21
Issue number20
DOIs
Publication statusPublished - 2019 Oct 18

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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