Selectfluor Mediated Difunctionalization of Olefins towards the Synthesis of Fluoromethylated Morpholines. Issue 33 (1st March 2022)

• Record Type: Journal Article
• Authors: Panday, Prabhakar; Singh, Anand
• Is Part Of: European journal of organic chemistry. Volume 2022:Issue 33(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-03-01
• Subjects: Aminoalcohol -- Cyclization -- Fluorination -- Olefin difunctionalization -- Morpholine; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202101543
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A transition‐metal‐free oxyfluorination of olefins with concomitant cyclization has been developed as a route towards monofluoromethylated morpholines. Selectfluor was employed as a fluorinating reagent as well as an oxidant to activate olefins. This strategy provides access to a new chemical space using aminoalcohol derived nitrogen‐tethered alkene precursors. Abstract : A Selectfluor‐mediated synthesis of monofluoromethylated morpholines has been developed via the oxyfluorination of N‐allylated aminoalcohols. This olefin difunctionalization strategy provides an access to a new chemical space utilizing readily available starting materials, exhibits good functional group compatibility, and can be performed on a gram scale.