Carbon–carbon bond fragmentations are useful methods for the functionalization of molecules. The value of such cleavage events is maximized when paired with a subsequent bond formation. Herein we report a protocol for the cleavage of a C(sp3)–C(sp2) bond, followed by the formation of a new C(sp3)–S bond. This reaction is performed in non-anhydrous solvent and open to the air, employs common starting materials, and can be used to rapidly diversify natural products. We have also subjected the thiylated products to various synthetic transformations, demonstrating their utility as synthetic intermediates.
download asset Manuscript.pdf 2 MB [opens in a new tab] cloud_download
pdf : 2 MB
download asset SI.pdf 46 MB [opens in a new tab] cloud_download
pdf : 46 MB