73838-25-2

Upstream product

• 34846-44-1 3-Bromomethylthiophene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 36331-50-7 thiophene-3-carboxaldehyde tosylhydrazone 
• 1950-78-3 p-toluenesulfonyl iodide 
• 98-59-9 p-toluenesulfonyl chloride 
• 2746-23-8 3-(chloromethyl)thiophene 

Downstream Products

• 73838-26-3 1-(3-Thienyl)-1-(p-toluenesulfonyl)-4-methylpent-3-ene 
• 82166-44-7 (4S,5aR,9aR)-6,6,9a-Trimethyl-4-(toluene-4-sulfonyl)-4,5,5a,6,7,8,9,9a-octahydro-naphtho[1,2-b]thiophene 
• 82112-44-5 (4R,5aR,9aR)-6,6,9a-Trimethyl-4-(toluene-4-sulfonyl)-4,5,5a,6,7,8,9,9a-octahydro-naphtho[1,2-b]thiophene 
• 82166-46-9 (4R,5aR,9aS)-6,6,9a-Trimethyl-4-(toluene-4-sulfonyl)-4,5,5a,6,7,8,9,9a-octahydro-naphtho[1,2-b]thiophene 
• 82166-48-1 (4S,5aR,9aS)-6,6,9a-Trimethyl-4-(toluene-4-sulfonyl)-4,5,5a,6,7,8,9,9a-octahydro-naphtho[1,2-b]thiophene 
• 186027-54-3 3-Cyclohexylidene-1-diazo-1-thiophen-3-yl-propan-2-one 
• 219702-93-9 1-Cyclohexylidene-3-thiophen-3-yl-propan-2-one 
• 221253-17-4 1-(cyclohex-2-enyl)-3-diazo-3-(3-thienyl)propan-2-one 
• 221253-09-4 1-(cyclohex-2-enyl)-3-(3-thienyl)propan-2-one 
• 221253-01-6 1-(cyclohex-2-enyl)-3-(3-thienyl)-3-(toluene-4-sulfonyl)propan-2-one 
• 219702-91-7 3-Cyclohexylidene-1-thiophen-3-yl-1-(toluene-4-sulfonyl)-propan-2-one 
• 82112-39-8 3-[(E)-4,8-Dimethyl-1-(toluene-4-sulfonyl)-nona-3,7-dienyl]-thiophene 

Relevant academic research and scientific papers

Visible-Light-Catalyzed in Situ Denitrogenative Sulfonylation of Sulfonylhydrazones

A photocatalyzed in situ denitrogenative sulfonylation of N-arylsulfonyl hydrazones has been developed. This transformation provides a low-carbon strategy to assemble arylalkyl sulfones in a stepwise denitrogenation/sulfonylation manner.

Diastereoselective synthesis of the model insect antifeedants related to azadiradione and epoxyazadiradione based on intramolecular insertion of α- aryl-α-diazoketones

A new practical and stereoselective method for the synthesis of the model insect antifeedant CDE fragment of azadiradione and epoxyazadiradione, based on intramolecular insertion of α-aryl-α-diazoketones, has been developed. The procedure can be applied to complex systems. A short SAR study is reported.

Homolytic Displacement at Saturated Carbon in Organocobalamines. Part 4

Benzyl and para-substituted benzylcobaloximes react with substituted arenesulphonyl chlorides under photochemical and anaerobic conditions at 0 deg C to give a variety of products including the sulphones, bibenzyls, and benzyl ethers of dimethylglyoxime in variable yields.However, when the reactions are carried out in the presence of a 1 mol excess of pyridine, the yield of sulphones is increased by at least 20percent in each case.The corresponding yield of bibenzyls is decreased and no trace of the benzyl ether of dimethylglyoxime is formed.On the other hand, the reaction of heteroaromatic methyl cobaloximes with arenesulphonyl chlorides form the corresponding sulphones as the exclusive organic product in good yield and with no side products.The reactions are interpreted in terms of a direct attack of the arenesulphonyl radical on the α carbon of the benzyl and heteroaromatic methyl ligand.

THERMOLYSIS OF SODIUM SALTS OF TOSYLHYDRAZONES OF SOME HETEROCYCLIC ALDEHYDES IN THE PRESENCE OF SILVER CHROMATE: 1,3 NC MIGRATION OF TOSYL GROUP

The thermal decompositions of sodium salts of tosylhydrazones of furfural, thiophene-2-aldehyde, 1-methylpyrrole-2-aldehyde, and pyridine-2-aldehyde in the presence of silver chromate gave 2-furyl(p-toluenesulfonyl)methane, thiophene-2-(p-toluenesulfonyl)methane, 1-methylpyrrole-2-(p-toluenesulfonyl)methane, and pyridine-2-(p-toluenesulfonyl)methane, respectively, via 1,3 NC migration of tosyl group.The same type of reactions with sodium salts of tosylhydrazones of thiophene-3-aldehyde, pyridine-3-aldehyde, and pyridine-4-aldehyde also afforded the corresponding p-toluenesulfonylmethanes but the yields were slightly lower comparing to the above cases.

HOMOLYTIC DISPLACEMENT AT CARBON. X. TOLUENESULPHONYL IODIDE AS A SOURCE OF TOLUENESULPHONYL RADICALS FOR THE FORMATION OF ALLYL-, BENZYL-, CYCLOPROPYLCARBINYL-, SPIROCYCLOPROPYLCYCLOALKYL-, BICYCLOALKYL-, AND BICYCLOALKYL-4-TOLYLSULPHONES FROM ORGANOCOBALOXIMES

4-Toluenesulphonyl iodide reacts thermally at alkylsulphone.Spiro- and bicyclo-alkyl compounds are also formed with other free radical precursors.The reactions are believed to take place through a chain mechanism in which cobaloxime(II), present adventitiously or formed by partial homolysis of the substrate, abstracts iodine from the toluenesulphonyl iodide to give the toluenesulphonyl radical, which attacks the organic ligand of the cobaloxime, preferably at the terminal olefinic carbon, thereby displacing cobaloxime(II) and giving the observed organic product.

4,5,6,7-Tetrahydrobenzothiophenes via Diisobutylaluminum Hydride Mediated Detosylation Reactions

A novel synthesis of 4,4-dimethyl-4,5,6,7-tetrahydrobenzothiophene (3a), its 7-substituted derivatives 3b-d and also 7,7-dimethyl-4,5,6,7-tetrahydrobenzothiophene (12b) is presented.The strategy centers on the facile diisobutylaluminum hydride media