Substrate-Selective C-H Functionalization for the Preparation of Organosulfur Compounds from Crude Oil-Derived Components.

The direct utilization of a natural feedstock in organic synthesis is an utmost challenge because the selective production of one product from a mixture of starting materials requires unprecedented substrate selectivity. In the present study, a simple and convenient procedure is evaluated for the substrate-selective alkenylation of a single component in a mixture of organosulfur compounds. Pd-catalyzed alkenylation of two-, three-, four-, and five-component mixtures of crude oil-derived sulfur species led to the exclusive C-H functionalization of only one compound. The observed remarkable substrate selectivity opens new opportunities for sustainable organic synthesis.