Organocuprate Cross–Coupling Reactions with Alkyl Fluorides

• DOI: 10.1021/acs.orglett.2c03775
• Publication Date: 2022-11-17T16:48:31Z
• Authors: Bryan C. Figula; D. Lucas Kane; Kaluvu Balaraman; Christian Wolf
• Keywords: Coupling reaction

Cross-coupling of alkyl fluorides and organocuprates is accomplished via aluminum halide mediated C-F bond activation subsequent Csp2-Csp3 Csp3-Csp3 formation. Relatively mild conditions allow for smooth notoriously challenging primary secondary while competing chain rearrangement, HF elimination, homocoupling reactions are effectively controlled. The utility functional group tolerance demonstrated with 23 examples a variety coupling products obtained in up to 88% yield.