71964-05-1

Upstream product

• 106-45-6 para-thiocresol 
• 693-02-7 hex-1-yne 
• 86409-89-4 (E)-1-(phenylseleno)-2-(p-tolylsulfonyl)ethene 
• 108895-67-6 1-(p-tolylsulfonyl)-1-hexyne 
• 592-41-6 1-hexene 
• 536-57-2 p-toluene sulfinic acid 
• 20259-40-9 diisobutyl(hex-1-en-1-yl)alane 
• 69031-86-3 1-(toluene-4-sulfonyl)-pyridinium; chloride 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 98-59-9 p-toluenesulfonyl chloride 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1950-78-3 p-toluenesulfonyl iodide 
• 7257-26-3 sodium p-toluenesulfinate tetrahydrate 
• 76200-60-7 C₇H₈O₃S*C₆H₆O₂Se 

Downstream Products

• 105465-39-2 2-(1-pyrrolidinyl)-1-tosylhexane 
• 90633-60-6 1-[((E)-Hex-2-ene)-1-sulfonyl]-4-methyl-benzene 
• 105465-49-4 1-{1-[1-(Toluene-4-sulfonyl)-ethyl]-pentyl}-pyrrolidine 
• 105465-59-6 1-[((E)-Hept-2-ene)-2-sulfonyl]-4-methyl-benzene 
• 105235-59-4 (Z)-2-hexenyl p-tolyl sulfone 
• 105235-55-0 (E)-1-(hex-2-en-1-ylsulfonyl)-4-methylbenzene 
• 1380035-53-9 C₂₀H₂₆O₂S 

Relevant academic research and scientific papers

Metal-free Oxidative Coupling of Aromatic Alkenes with Thiols Leading to (E)-Vinyl Sulfones

A facile I2O5-mediated direct oxidative coupling of aromatic alkenes with thiols toward vinyl sulfones has been developed under metal-free conditions. This methodology provides a convenient and efficient approach to various (E)-vinyl sulfones from readily available starting materials with excellent regioselectivity. The present oxidative coupling reaction, not only expands the scope of functionalization of alkenes with thiols, but also makes it a practical and powerful complement to traditional methods for the synthesis of (E)-vinyl sulfones.

Copper(II)-Catalyzed Chemo- and Stereocontrolled Synthesis of (E)-Vinyl Sulfones and (Z)-β-Chlorovinyl Sulfones from Terminal Alkynes and Arylsulfonyl Hydrazides

A facile copper(II)-catalyzed regio- and stereocontrolled synthesis of vinyl sulfones from terminal alkynes and arylsulfonyl hydrazides is described. Depending on the source of copper(II), two different kinds of vinyl sulfones, (E)-vinyl sulfones and (Z)-β-chlorovinyl sulfones were obtained and the addition of cyclohexanone played an important role in the reaction. These reactions display excellent chemoselectivity as well as stereoselectivity.

Pyridine and triphenylphosphine oxide activation of sulfonyl chlorides in the syntheses of (E) alk-1-enyl sulfones

This paper describes efficient and new approaches to (E) alk-1-enyl sulfones, starting from sulfonyl chloride/pyridine or sulfonyl chloride/triphenylphosphine complexes in the presence of (E) di-iso-butyl alk-1-enyl alanes. The use of CuCl in the presence of sulfonyl chloride/pyridine complexes or pyridine in the presence of sulfonyl chloride/triphenylphosphine complexes, respectively, results in a remarkable increase in the yields and conversions.

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.

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.

The synthesis of ethenyl bifunctional reagents containing a sulfone moiety and zirconium by the abnormal addition of Cp2Zr(H)Cl to internal acetylenic sulfones

Ethenyl bifunctional reagents containing a sulfone moiety and zirconium are prepared by the abnormal addition of Cp2Zr(H)Cl to internal acetylenic sulfones.

A facile regio- and stereocontrolled synthesis of (E)-disubstituted vinyl sulfones via transformation of alkenylzirconocenes with sulfonyl chlorides

Alkenylzirconium reagents, readily obtained by hydrozirconation of terminal alkynes, can smoothly react with sulfonyl chlorides to afford (E)- disubstituted vinyl sulfones in moderate to good yields. Some γ- functionalized vinyl sulfones can be also conve

Regio- and Stereoselective Synthesis of (E)- and (Z)-Vinylic Sulfones and Their Conversion to the Corresponding Allylic Sulfones

(E)- and (Z)-vinilyc sulfones were prepared regio- and stereoselectively from 1-alkenes or 1-alkynes in high yields via iodosulfonization in AcOEt-H2O.The vinylic sulfones thus prepared were converted to the corresponding allylic sulfones by treatment wit

CONVENIENT METHODS FOR THE PREPARATION OF VINYLIC AND ALLYLIC SULFONES FROM ALKENES

1 or 2-p-Toluenesulfonyl(=tosyl)-1-alkenes were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration, respectively.Conversion of 1-tosyl-1-alkenes to the corresponding allylic sulfones, 1-tosyl-2-alkenes, was achieved by t

SELENOSULFONATION OF ACETYLENES. SUBSTITUTION REACTIONS OF β-(PHENYLSELENO)VINYL SULFONES WITH ORGANOCUPRATES

β-(Phenylseleno)vinyl sulfones are readily available from the selenosulfonation of acetylenes and undergo efficient, stereoselective substitution of the phenylseleno moiety by the alkyl group of alkyl (phenylseleno)cuprates.