71790-50-6

Upstream product

• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 699-20-7 1,4-Bis(methylthio)benzene 
• 624-38-4 para-diiodobenzene 
• 106-37-6 1.4-dibromobenzene 

Downstream Products

• 699-20-7 1,4-Bis(methylthio)benzene 
• 199381-81-2 C₈H₇⁽²⁾H₃OS₂ 

Relevant academic research and scientific papers

Sulfoxide-directed metal-free cross-couplings in the expedient synthesis of benzothiophene-based components of materials

A metal-free approach combining sulfoxide-directed metal-free C-H cross-couplings with tuneable electrophile-mediated heterocyclizations and carbocyclative dimerizations, allows expedient access to benzothiophene-based systems that are components of impor

Comparative study of metal-catalyzed iminations of sulfoxides and sulfides

A comparative study of the imination of sulfur compounds with various metal catalysts in combination with isolated or in situ generated iminoiodinanes (PhI=NR) as nitrogen sources is presented. The influence of the metal catalyst towards the imination of a variety of substituted sulfoxides has been evaluated. Moreover, the effect of the different oxidation states of sulfur on the reactivity and selectivity of the nitrogen transfer redox process in the formation of sulfilimines and sulfoximines was studied. Depending on both the specific metal catalyst as well as the employed nitrene precursor, the sulfide/sulfoxide imination ratio varied in transformations of thianthrene-5-oxide and substituted para-thio phenylsulfoxides.

Remote Pummerer Reaction via Intermolecular Through-Space Interaction between Sulfonium and Sulfenyl Sulfur Atoms

The remote Pummerer reaction of the mono-sulfoxide of p-bis(methylthio)-aromatic 1 is described. The reaction of 1 with (CF3CO)2O in CH2Cl2 gave a mixture of the corresponding mono-Pummerer product 2, the bis-Pummerer product 3, and the bis-sulfide 4 in an n:1:1 ratio (n ≥ 2). The 1:1 formation of 3 and 4 indicates an intermolecular interaction between sulfur atoms. The reaction with the deuterium-labeled 1-d3 showed that the formation of 2 occurs at the sulfenyl as well as sulfinyl groups in 1a-d3-1d-d3, in which the product ratio of 2-d3:2-d2 is in the range of 3.5-10. On the other hand, the Pummerer reaction of 1e-d3 occurred preferably at the sulfinyl group in a usual manner. The reaction of a 1:1 mixture of the bis-sulfide 4 and the bis-sulfoxide 5 with (CF3-CO)2O also gave 2, 3, and 4 in a ratio similar to that for the reaction of 1. The mechanism in the present remote Pummerer reactions is discussed in light of an intermolecular through-space interaction between the sulfonium and sulfenyl sulfur atoms, and a dithia dication dimer B and/or a bis(dithia dication) cyclic dimer C are proposed as intermediates.