79241-41-1

Upstream product

• 4551-15-9 phenylthiotrimethylsilane 
• 1838-94-4 isoprene epoxide 
• 58921-09-8 diethylaluminum benzenethiolate 
• 108-98-5 thiophenol 
• 96548-13-9 4-methyl-4-vinyl-1,3-dioxolan-2-one 

Relevant academic research and scientific papers

Palladium-Catalyzed Stereoselective Formation of Substituted Allylic Thioethers and Sulfones

A general method is reported for the stereoselective preparation of highly functionalized allylic thioethers. This protocol is based on a Pd-catalyzed thiolation of modular vinyl cyclic carbonate substrates and features high (Z)-selectivity, good yields, minimal waste, ample product scope, and operational simplicity. A one-pot strategy was used for the stereoselective formation of pharma-relevant allylic sulfones derived from their in situ prepared thioether precursors.

Highly selective sulfoxidation of allylic and vinylic sulfides by hydrogen peroxide using a flavin as catalyst

A highly chemoselective oxidation of allylic and vinylic sulfides to the corresponding sulfoxides has been developed using flavin 1 as the oxidation catalyst and hydrogen peroxide as the terminal oxidant. The sulfoxides were formed in good to excellent yields in a highly selective manner even when an excess of the oxidant was used. Sulfone formation was completely suppressed to 0.5% (in one single case 1.5% sulfone was detected). No epoxidation of double bonds or interference with other functional groups was observed under the reaction conditions. The general applicability was demonstrated by the selective oxidation of various allylic and vinylic sulfides having different electronic properties. A number of functionalities including hydroxy, acetoxy, amino, silyloxy, and formyl groups are tolerated under these mild reaction conditions.

A highly efficient chain-extension process in the systematic syntheses of carotenoid natural products

Successive elongation by a C5 unit is possible when an allylic sulfone is couple with 4-bromo-3-methyl-2-butenyl phenyl sulfide (1). The thiosulfone compound formed was then oxidized to the corresponding disulfone, which, upon coupling with another equivalent of 1 and oxidation, produced the trisulfone 2, again elongated by a C5 unit (see scheme). This process, which can be repeated again, is the basis for a highly efficiently synthesis of carotenoids.

Hydroxythioethers ethyleniques: synthese et rearrangement spontane

Reactions of vinyloxiranes and thiophenols or phenylthiotrimethyl silane with ZnI2 or nBuLi, at room temperature, were studied.These condensations proceed regio and stereospecifically to afford, in good yields, three families of hydroxy aryl ethylenic sul

STEREOSELECTIVE 1,4-ADDITION OF DIALKYLALUMINUM BENZENETHIOLATE TO VINYL OXIRANES

Reactions of vinyl oxiranes and diethylaluminum benzenethiolate in benzene at room temperature proceed regio- and stereoselectively to afford mainly (Z)-4-phenylthio-2-buten-1-ol derivatives in good yields.