Dealkenylative Thiylation of C(sp3)–C(sp2) Bonds

Carbon–carbon bond fragmentations are useful methods for the functionalization of molecules. The value of such cleavage events is maximized when paired with subsequent bond formation. Herein we report a protocol for the cleavage of an alkene C(sp3)–C(sp2) bond, followed by the formation of a new C(sp3)–S bond. This reaction is performed in nonanhydrous solvent and open to the air, employs common starting materials, and can be used to rapidly diversify natural products.