289890-80-8

Basic information

• Product Name: 4-iodo-1-[(4-methylphenyl)sulfonyl]piperidine
• Synonyms: 4-iodo-1-[(4-methylphenyl)sulfonyl]piperidine
• CAS NO: 289890-80-8
• Molecular Weight: 365.235
• Mol File: 289890-80-8.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 4-iodo-1-[(4-methylphenyl)sulfonyl]piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-iodo-1-[(4-methylphenyl)sulfonyl]piperidine(289890-80-8)
• EPA Substance Registry System: 4-iodo-1-[(4-methylphenyl)sulfonyl]piperidine(289890-80-8)

Safety Data

• Hazardous Substances Data: 289890-80-8(Hazardous Substances Data)

Upstream product

• 101767-94-6 1-<(4-methylphenyl)sulfonyl>-4-piperidinol 4-methylbenzenesulfonate ester 
• 98-59-9 p-toluenesulfonyl chloride 
• 41979-39-9 4-piperidone hydrochloride 
• 80213-12-3 1-[(4-methylbenzene)-sulfonyl]-4-piperidinol 
• 50-00-0 formaldehyd 
• 10285-80-0 N-tosyl-3-butenylamine 
• 5382-16-1 4-HYDROXYPIPERIDINE 

Downstream Products

• 93431-41-5 1-(4-toluenesulfonyl)-piperidine-4-carbonitrile 
• 1380434-19-4 2,2-dimethyl-1-(1-tosylpiperidin-4-yl)propan-1-one 
• 1274845-59-8 1-(1-p-toluenesulfonylpiperidin-4-yl)ethan-1-one 
• 57186-75-1 1-tosyl-1,2,5,6-tetrahydropyridine 
• 4703-22-4 N-tosylpiperidine 
• 1025728-48-6 (+/-)-1-(4-toluenesulfonyl)-piperidine-3-carbonitrile 
• 81097-36-1 1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine 
• 1383841-47-1 4-hexyl-1-tosylpiperidine 
• 922504-26-5 phenyl(1-tosylpiperidin-4-yl)methanone 

Relevant articles and documents

Palladium and visible-light mediated carbonylative Suzuki-Miyaura coupling of unactivated alkyl halides and aryl boronic acids

Herein, a simple and efficient method for the palladium-catalyzed carbonylation of aryl boronic acids with unactivated alkyl iodides and bromides under visible-light irradiation, ambient temperature and low CO-pressure is presented. Notably, the procedure uses readily available equipment and an inexpensive palladium catalyst to generate the key alkyl radical intermediate. These mild conditions enabled the synthesis of a range of functionalized aryl alkyl ketones including the antipsychotic drug, melperone.

Formation of carbon-nitrogen bonds via a novel radical azidation process [5]

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Nickel-Catalyzed Cyanation of Unactivated Alkyl Sulfonates with Zn(CN)2

Cyanation of unactivated primary and secondary alkyl mesylates with Zn(CN)2 catalyzed by nickel has been developed. The reaction provides an efficient route for the synthesis of alkyl nitriles with wide substrate scope, good functional group tolerance, and compatibility with heterocyclic compounds. Mechanistic studies indicate that alkyl iodide generated in situ serves as the reactive intermediate and the gradual release of alkyl iodide is crucial for the success of the reaction.

Copper-Catalyzed Reductive Trifluoromethylation of Alkyl Iodides with Togni's Reagent

This work illustrates a reductive cross-electrophile coupling protocol for trifluoromethylation of alkyl iodides under Cu-catalyzed/Ni-promoted reaction conditions. The use of diboron esters as the terminal reductant allows the effective generation of the alkyl-CF3 products with excellent functional group tolerance and broad substrate scope. A mechanism involving a reaction of alkyl-Cu with Togni's reagent was proposed.