Oxidaition of cyclic benzylic ethers by an electronically tuned nitroxyl radical. (26th October 2021)

• Record Type: Journal Article
• Authors: Hamada, Shohei; Yano, Kyoko; Kobayashi, Yusuke; Kawabata, Takeo; Furuta, Takumi
• Is Part Of: Tetrahedron letters. Volume 83(2021)
• Publication Date: 2021-10-26
• Subjects: Isochroman -- Oxidation -- Nitroxyl radical -- Hydride shift; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.153404
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: The reactivity of an electronically tuned nitroxyl radical catalyst for the oxidation of cyclic benzylic ethers has been investigated. The oxidation of phthalan resulted in oxidative cleavage of the saturated ring to give an aromatic dialdehyde. Additionally, oxidation of isochromans afforded isochromanones, which are often seen in natural products, in a rapid manner.