257904-70-4

Upstream product

• 168332-91-0 1-hexynyl p-tolyl sulfoxide 
• 31536-21-7 isopropyl 4-methylbenzenesulfinate 
• 110-62-3 pentanal 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 756-79-6 dimethyl methane phosphonate 
• 106-45-6 para-thiocresol 
• 693-02-7 hex-1-yne 
• 26076-75-5 (E)-hex-1-enyldiisobutylaluminum 
• 98-59-9 p-toluenesulfonyl chloride 
• 10439-23-3 4-methylbenzenesulfinyl chloride 

Downstream Products

• 71964-05-1 (E)-1-(hex-1-en-1-ylsulfonyl)-4-methylbenzene 
• 67647-96-5 nona-3,4-dien-1-ylbenzene 
• 257904-75-9 Methanesulfonic acid (E)-1-phenethyl-2-(toluene-4-sulfinyl)-hept-2-enyl ester 

Relevant academic research and scientific papers

Metal-free, one-pot highly selective synthesis of (E)-vinyl sulfones and sulfoxides via addition-oxidation of thiols with alkynes

We have developed a highly selective one-pot method for the synthesis of (E)-vinyl sulfones and sulfoxides from thiols with terminal alkynes. The sulfones and sulfoxides could be obtained with excellent selectivity in good isolated yields. It is simple, e

Asymmetric claisen rearrangements on chiral vinyl sulfoxides

Highly diastereoselective Claisen rearrangements of acyclic allyl vinyl ethers bearing a chiral sulfoxide at C-5 provide γ-δ-unsaturated aldehydes or ketones with up to two consecutive asymmetric centers in the molecule whilst preserving a useful vinyl su

Alkenyl alane-pyridine complexes in a new synthesis of?aryl?alk-1-enyl sulfoxides

A new and an efficient synthesis of aryl alk-1-enyl sulfoxides is reported. The reaction between alane-pyridine complexes, triphenylphosphine, and sulfonyl chlorides affords the title products in good to excellent yields (70-94%) in short reaction times using mild conditions. The optimal ratio between reagents (alane-pyridine/PPh3/sulfonyl chloride 1.00/1.35/0.92) was obtained performing a chemiometric analysis. A rationale for the reaction was advanced.

Reinheckel protocol revisited: Synthesis of (E)-α,β-unsaturated sulfoxides

A new synthetic approach to aryl and alkyl α,β-unsaturated sulfoxides is reported. The reaction has been optimized with respect to solvent, temperature, and ratio of reagents. The described procedure allows the synthesis of the title compounds in good yie

Studies on hydrozirconation of 1-alkynyl sulfoxides or sulfones and the application for the synthesis of stereodefined vinyl sulfoxides or sulfones

The hydrozirconation reaction of 1-alkynyl sulfoxides or sulfones with CP2Zr(H)Cl in THF at room temperature predominantly gave Z-β-zirconated vinyl sulfoxides or sulfones with excellent regioselectivity. Compared with 1-alkynyl sulfoxides, the hydrozirconation reaction of 1-alkynyl sulfones exhibits great synthetic potential, leading to the efficient preparation of Z-β-halovinyl sulfones, Z-β-sulfonyl α,β-unsaturated ketones, and Z-β-alkynyl vinyl sulfones. Although the reaction mechanisms are still not clear, the neighboring group participation of the sulfinyl or sulfonyl group may be playing an important role in this unique hydrozirconation reaction.

Simple and stereoselective synthetic route to (E)-1-alkenyl sulfoxides via terminal alkynes

Terminal alkynes 1 react with Cp2Zr(H)Cl (Cp = η5-C5H5) to give organozirconium (IV) complexes 2, which are trapped with sulfuryl chloride to afford (E)-1-alkenyl sulfoxides 3.