Fig. 7: Direct sodiation of a poorly soluble halide and organofluorides.
From: Mechanochemical synthesis of organosodium compounds through direct sodiation of organic halides
a, Generation of organosodium compounds from a poorly soluble halide and nucleophilic addition to ketone. b, Generation of organosodium compounds from an organofluoride and nucleophilic addition to 2a. c, Various Na-meditated transformations of C–F bonds. Isolated yields are reported as percentages. Integrated 1H NMR spectroscopy yields are shown in parentheses. TMS, trimethylsilyl. See Supplementary Section 5 for details.
