35449-57-1

Upstream product

• 108-98-5 thiophenol 
• 826-07-3 thioanisole-α,α,α-d3 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 100-68-5 methyl-phenyl-thioether 

Downstream Products

• 1193-82-4 racemic methyl phenyl sulfoxide 

Relevant academic research and scientific papers

Computational and Experimental Study of Turbo-Organomagnesium Amide Reagents: Cubane Aggregates as Reactive Intermediates in Pummerer Coupling

The dynamic equilibria of organomagnesium reagents are known to be very complex, and the relative reactivity of their components is poorly understood. Herein, a combination of DFT calculations and kinetic experiments is employed to investigate the detailed reaction mechanism of the Pummerer coupling between sulfoxides and turbo-organomagnesium amides. Among the various aggregates studied, unprecedented heterometallic open cubane structures are demonstrated to yield favorable barriers through a concerted anion-anion coupling/ S?O cleavage step. Beyond a structural curiosity, these results introduce open cubane organometallics as key reactive intermediates in turbo-organomagnesium amide mixtures.

Visible-light-promoted cross-coupling reactions of aryldiazonium salts with S-methyl-D3 sulfonothioate or Se-methyl-D3 selenium sulfonate: Synthesis of trideuteromethylated sulfides, sulfoxides, and selenides

A novel visible-light-photocatalytic deuterated thiomethylation/methylselenation of aryldiazonium salts utilizing S/ Se-methyl-d3 sulfonothioate has been developed. The mild conditions and the various functional groups provide a green protocol for the efficient and rapid introduction of the S-CD3 or Se-CD3 group with useful levels of deuterium content (>91% D). Trideuteromethyl sulfoxides have also been successfully chemoselectively observed by simple atmospheric changes under photocatalytic conditions.

Nucleophilic ortho-propargylation of aryl sulfoxides: An interrupted pummerer/allenyl thio-Claisen rearrangement sequence

A new direction: The nucleophilic ortho-propargylation of aryl sulfoxides exploits intermolecular delivery of the nucleophile to sulfur followed by an intramolecular relay to carbon (see scheme). The simple, metal-free procedure is general, regiospecific with regard to the propargyl nucleophile, and completely selective for products of ortho-propargylation over allenylation.

Reaction of singlet oxygen with thioanisole in ionic liquids: A solvent induced mechanistic dichotomy

A study of the reaction of thioanisole with singlet oxygen in pyrrolidinium-and imidazolium-based ionic liquids has been carried out. In these solvents, thioanisole shows a strongly enhanced reactivity with respect to molecular aprotic solvents, probably

Evidence for the involvement of a sulfurane intermediate in the oxidation of simple sulfides by methyl(trifluoromethyl)dioxirane

Methyl(trifluoromethyl)dioxirane reacts with sulfides to give preferentially sulfones, even in the presence of competing sulfoxides. The sulfoxide yield increases at the expense of the sulfone when 2,2,2-trifluoroethanol is used as co-solvent. The reactio