Palladium- and nickel-catalyzed synthesis of thioethers via thioesters – Aryl halides coupling. (12th April 2023)

• Record Type: Journal Article
• Authors: Cao, Han; Shi, Yijun; Ma, Jie; Yan, Peng; Cong, Xingshun; Bie, Fusheng
• Is Part Of: Tetrahedron letters. Volume 119(2023)
• Publication Date: 2023-04-12
• Subjects: Aryl halides -- Cyclohexyl thioesters -- Transition metals -- Cross-coupling reaction -- Thioethers; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2023.154414
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A development protocol for synthesis of thioethers using cyclohexyl thioesters as sulfur-containing functional groups. Both Pd- and Ni-based catalysts are developed and it has complementary effect in yields and reaction rates. Thianthrene, precursor to thianthrene S-oxide (TTO), has been synthesized under these protocols. Abstract: This paper describes the development of a cross-coupling reaction of aryl halides with cyclohexyl thioesters. Both Pd- and Ni-based catalysts are developed and it has complementary effect in yields and reaction rates. The synthetic strategies displayed a wide functional group tolerance and expanded the portfolio of cross-coupling for the synthesis of valuable thioethers.