Intermolecular Palladium-Catalyzed Oxidative Fluorocarbonylation of Unactivated Alkenes: Efficient Access to β-Fluorocarboxylic Esters

Xiaoxu Qi; Feng Yu; Pinhong Chen; Guosheng Liu

doi:10.1002/anie.201706401

Intermolecular Palladium-Catalyzed Oxidative Fluorocarbonylation of Unactivated Alkenes: Efficient Access to β-Fluorocarboxylic Esters

Angew Chem Int Ed Engl. 2017 Oct 2;56(41):12692-12696. doi: 10.1002/anie.201706401. Epub 2017 Aug 31.

Authors

Xiaoxu Qi¹, Feng Yu¹, Pinhong Chen¹, Guosheng Liu¹

Affiliation

¹ State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.

PMID: 28787103
DOI: 10.1002/anie.201706401

Abstract

A novel palladium-catalyzed intermolecular oxidative fluorocarbonylation of alkenes has been developed, in which employment of a cooperative process with electrophilic ArIF₂ -meidated alkenes activation and palladium-catalyzed carbonylation is crucial for the successful catalytic transformation. The current transformation presents the first convenient method to generate β-fluorinated carboxylic acid derivatives under mild reaction conditions from simple alkenes with excellent regioselectivity.

Keywords: alkenes; carbonylation; fluorination; hypervalent iodine compounds; palladium.

Publication types

Research Support, Non-U.S. Gov't