Issue 17, 2019

Fluoroalkenylation of boronic acids via an oxidative Heck reaction

Abstract

A fluoroalkenylation of boronic acids with fluoroalkyl alkenes has been developed. The Pd-catalyzed oxidative Heck coupling reaction proceeds under an oxygen atmosphere at room temperature, in the absence of a base and/or a ligand, showing excellent practicality of the process. This simple transformation is highly stereoselective to provide only E-isomers. In addition to the general approach using alkenes with functionalized fluoroalkyl reagents, this method, by transferring an aromatic system to the electron-deficient fluoroalkyl alkene, provides an efficient alternative method to yield valuable organofluorines.

Graphical abstract: Fluoroalkenylation of boronic acids via an oxidative Heck reaction

Supplementary files

Article information

Article type
Paper
Submitted
06 جمادى الثانية 1440
Accepted
28 رجب 1440
First published
28 رجب 1440

Org. Biomol. Chem., 2019,17, 4317-4325

Fluoroalkenylation of boronic acids via an oxidative Heck reaction

D. S. Lee and E. J. Cho, Org. Biomol. Chem., 2019, 17, 4317 DOI: 10.1039/C9OB00332K

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