The cross-coupling reaction of unactivated alkyl fluorides with alkyl Grignard reagents by a CoCl/LiI/1,3-pentadiene catalytic system is described. The present reaction smoothly cleaved C-F bonds under mild conditions and achieved alkyl-alkyl cross-coupling even when sterically hindered tertiary alkyl Grignard reagents were employed. Since alkyl fluorides are inert toward many reagents and catalytic intermediates, the use of the present reaction enables a new multistep synthetic route to construct carbon frameworks by combining conventional transformations.
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