Development of Versatile Sulfone Electrophiles for Suzuki–Miyaura Cross-Coupling Reactions

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• 作者：Masakazu Nambo ; Eric C. Keske ; Jason P. G. Rygus ; Jacky C.-H. Yim ; Cathleen M. Crudden
• 刊名：ACS Catalysis
• 出版年：2017
• 出版时间：February 3, 2017
• 年：2017
• 卷：7
• 期：2
• 页码：1108-1112
• 全文大小：458K
• ISSN：2155-5435

文摘

The development of fluorinated sulfone derivatives as versatile electrophiles for Suzuki–Miyaura cross-coupling reactions is described. Introducing electron-withdrawing groups on the aryl ring of the sulfone facilitates the Pd-catalyzed activation of C–SO₂ bonds. Cross-coupling reactions with fluorinated sulfone electrophiles are reported, leading to a variety of multiply arylated products in good yields. The reactivity of this unusual electrophile is benchmarked versus common electrophiles and its use in iterative cross-couplings for concise synthesis of biologically active molecules is described.