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

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journal contribution
posted on 11.04.2017, 17:21 by Konstantin V. Luzyanin, Aleksei N. Marianov, Pavel G. Kislitsyn, Valentine P. Ananikov
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.