A Facile and Efficient Iron‐Catalyzed Reduction of Sulfoxides to Sulfides

Abstract

SO it goes: A straightforward method for the deoxygenation of sulfoxides based on iron catalysts is presented. Excellent performance is demonstrated by a system composed of [Fe2(CO)9] as catalyst and polymethylhydrosiloxane (PMHS) or PhSiH3 as reducing reagent under non‐inert conditions. The outstanding applicability of this procedure is shown in the reduction of various substrates with excellent yields and good functional‐group tolerance.

Reduction of Sulfoxides to Sulfides in the Presence of Copper Catalysts

“…However, the catalytic reduction of sulfoxides in the presence of copper has been so far unreported, while the converse process has been studied [59]. Herein we report, based on our initial work with zinc, iron and molybdenum-catalysts the first copper-catalyzed deoxygenation of sulfoxides to generate the corresponding sulfide under non-inert conditions with inexpensive reductant [60][61][62].…”

Efficient Chemoselective Reduction of N‐Oxides and Sulfoxides Using a Carbon‐Supported Molybdenum‐Dioxo Catalyst and Alcohol

“…The purified product is slightly air‐sensitive and was stored under inert atmosphere. The corresponding sulfides were obtained in pure form with 1 H‐NMR spectra (agreeing with the literature) presented in the Supporting Information.…”

Iron Catalysis II

“…or PhSiH 3 (1 equiv.) in toluene at 100 C for 24 h to reduce sulfoxides to sulfides [190]. A good functional group tolerance was observed with this catalytic system as cyano-groups, esters and sulfonyl, alkenyl, and epoxide groups were not reduced.…”