Palladium-Catalyzed Thiocarbonylations with Triisopropylsilyl Thioethers

Yosuke Hosoya, Kota Mizoguchi, Honoka Yasukochi, Masahisa Nakada*

*この研究の対応する著者

研究成果: Article査読

1 被引用数 (Scopus)

抄録

We have developed a palladium-catalyzed thiocarbonylation through the reaction of a σ-alkyl palladium intermediate with carbon monoxide and a triisopropylsilyl (TIPS) thioether. The use of CsF, (IPr)Pd(allyl)Cl [IPr =1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], CO, and a TIPS thioether in THF are key to obtaining alkyl and aryl thioesters in high yields. The yield of the palladium-catalyzed thiocarbonylation depended on the structure of the substrate; indoline-2-one derivatives were formed faster than indoline derivatives. The reactions of benzoyl and hydrocinnamoyl fluorides with TIPSSPh and CsF also gave the corresponding thioesters.

本文言語English
ページ(範囲)495-501
ページ数7
ジャーナルSynlett
33
5
DOI
出版ステータスPublished - 2022 3月 17

ASJC Scopus subject areas

  • 有機化学

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