Fe‐Catalyzed Cross‐Coupling Reaction of Vinylic Ethers with Aryl Grignard Reagents. Issue 20 (13th September 2016)

• Record Type: Journal Article
• Authors: Iwasaki, Takanori; Akimoto, Ryo; Kuniyasu, Hitoshi; Kambe, Nobuaki
• Is Part Of: Chemistry, an Asian journal. Volume 11:Issue 20(2016)
• Page Start: 2834
• Page End: 2837
• Publication Date: 2016-09-13
• Subjects: arylation -- chemoselectivity -- C−O bond cleavage -- iron -- synthetic methods; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.201600972
• Languages: English
• ISSNs: 1861-4728

Abstract

Abstract: Iron‐catalyzed cross‐coupling reaction of vinylic ethers with aryl Grignard reagents is described. The reaction proceeded at room temperature with catalytic amounts of an iron salt without the aid of costly ligands and additives. In this catalytic system, vinylic C−O bonds were preferentially cleaved over aromatic C−O bonds of aryl ethers or aryl sulfonates. Abstract : Robust Fe catalysis : Vinylic carbon–oxygen bonds were selectively cleaved by an iron catalyst to couple with aryl Grignard reagents without costly ligands and additives. Under the Fe catalysis, much more reactive oxygen‐containing functional groups, such as aryl tosylates and triflates, as well as the aromatic C−O bond of ethers remained unchanged, implying a unique chemoselectivity of the Fe catalyst.