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Synthesis and Photochemical Application of Hydrofluoroolefin (HFO) Based Fluoroalkyl Building Block

Bálint Varga, Balázs L. Tóth, Ferenc Béke, János T. Csenki, András Kotschy, Zoltán Novàk

2021Organic Letters19 citationsDOI

Abstract

A novel fluoroalkyl iodide was synthesized on multigram scale from refrigerant gas HFO-1234yf as cheap industrial starting material in a simple, solvent-free, and easily scalable process. We demonstrated its applicability in a metal-free photocatalytic ATRA reaction to synthesize valuable fluoroalkylated vinyl iodides and proved the straightforward transformability of the products in cross-coupling chemistry to obtain conjugated systems.

Topics & Concepts

ChemistryRefrigerantIodideBlock (permutation group theory)SolventPhotocatalysisCombinatorial chemistryConjugated systemOrganic chemistryPolymerCatalysisGeometryMechanical engineeringEngineeringGas compressorMathematicsFluorine in Organic ChemistryOxidative Organic Chemistry ReactionsInorganic Fluorides and Related Compounds