110023-73-9

Upstream product

• 1121-30-8 1-hydroxy-2(1H)-pyridinethione 
• 1123-25-7 1-methyl-1-cyclohexanecarboxylic acid 
• 2890-61-1 1-methyl-1-cyclohexancarboxylic acid chloride 
• 3811-73-2 2-mercaptopyridine-1-oxide sodium salt 

Downstream Products

• 110907-34-1 (1-Methyl-cyclohexyl)-phosphonodithioic acid S,S-diphenyl ester 
• 117749-46-9 3-(1-methylcyclohexyl)-2-(pyridine-2-thiyl)-1,4-dihydroxybenzene 
• 103698-36-8 2-(1-methylcyclohexyl)-1-phenylsulphonyl-1-(pyridine-2-thiyl)ethane 

Relevant academic research and scientific papers

Decarboxylative radical addition to vinylsulphones and vinylphosphonium bromide: Some further novel transformations of geminal (pyridine-2-thiyl) phenylsulphones

Irradiation of O-acyl derivatives 1 of N-hydroxy-2-thiopyridone with visible light in the presence of phenyl vinyl sulphone or vinyl triphenylphosphonium bromide leads to the corresponding adducts 8 and 9 which can undergo a wide variety of further transformations.

THE INVENTION OF NEW RADICAL CHAIN REACTIONS. PART XIII. HIGH YIELDING DECARBOXYLATIVE CHALCOGENATION OF ALIPHATIC AND ALICYCLIC ACIDS

Irradiation with a tungsten lamp of mixed anhydrides (e.g. 8) derived from aliphatic or alicyclic carboxylic acids and N-hydroxy-2-pyridine thione 3 in the presence of a disulphide, diselenide or ditelluride gives the corresponding chalcogenide (e.g. 9, 10, or 11) in high yield.The process involves a radical decarboxylation followed by SH2 reaction of the intermediate carbon radical on the dichalcogenide.

THE INVENTION OF RADICAL CHAIN REACTIONS. PART XIV. A DECARBOXILATIVE RADICAL ADDITION TO QUINONES

Irradiation of esters 3 derived from aliphatic or alicyclic carboxylic acids and N-hydroxy-2-thiopyridone in the presence of various quinones gives high yields of the corresponding adducts (e.g. 9) with net loss of carbon dioxide.

THE INVENTION OF NEW RADICAL CHAIN REACTIONS. PART X. HIGH YIELD RADICAL ADDITION REACTIONS OF αβ-UNSATURATED NITROOLEFINS. AN EXPEDIENT CONSTRUCTION OF THE 25-HYDROXY-VITAMIN D3 SIDE CHAIN FROM BILE ACIDS.

Radicals derived from thiohydroxamic esters 3 readily add to nitroolefins 5 (Z=NO2) to give good yields of α-nitrosulphides.These adducts, where the structure permits, are easily oxidised to carboxylic acids 8 by treatment with alkaline hydrogen peroxide.Reductive cleavage to the corresponding aldehydes or ketones 9 is efficiently carried out by the action of TiCl3.Addition of methyl magnesium iodide to methyl ketone derived from 3α-acetoxy 11-oxo cholanic acid gives steroid 10 possessing the 25-hydroxycholesterol side chain of the vitamin D3 metabolites.Radical additions to 1-phenylthio-2-nitropropene 11 have been briefly studied.