16358-39-7

Usage

Organic sulfonyl compound

Contains a sulfonyl group (-SO2-)
The presence of a sulfonyl group gives the compound unique reactivity and properties, making it useful in various chemical reactions and organic synthesis.

Structural components

Piperidine ring and benzyl group
The piperidine ring is a six-membered nitrogen-containing ring, while the benzyl group is a phenylmethyl group. These structural elements contribute to the compound's versatility and reactivity.

Building block

Used in organic synthesis
As a building block, 1-(benzylsulfonyl)piperidine can be used to construct more complex organic molecules through various chemical reactions.

Reagent

Employed in chemical reactions
The compound can act as a reagent, participating in various chemical transformations to produce desired products.

Precursor

In the synthesis of pharmaceuticals and biologically active compounds
Due to its unique structure and functional groups, 1-(benzylsulfonyl)piperidine can be used as a starting material for the synthesis of pharmaceuticals and other biologically active molecules.

Versatile intermediate

In the production of complex organic molecules
The compound's structure and functional groups make it a valuable intermediate in the synthesis of complex organic molecules, allowing for further modification and functionalization.

Applications

Medicinal chemistry and drug discovery
The compound has potential applications in medicinal chemistry and drug discovery, as it can be used to modify the biological activity of target proteins, potentially leading to the development of new therapeutic agents.

Biological activity

Ability to modify target proteins
The presence of the sulfonyl group and the piperidine ring in the compound allows it to interact with and modify the activity of specific target proteins, which can be useful in the development of new drugs and therapies.

Upstream product

• 110-89-4 piperidine 
• 177703-78-5 (E)-3-Phenyl-2-phenylmethanesulfonyl-acrylonitrile 
• 1939-99-7 benzenesulfonyl chloride 
• 50-00-0 formaldehyd 
• 177703-80-9 2-phenylmethanesulfonylacetonitrile 
• 3989-48-8 1-(methanesulfonyl)piperidine 
• 108-90-7 chlorobenzene 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 17763-67-6 Phenyl triflate 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 100-53-8 phenylmethanethiol 
• 17377-30-9 alpha-(benzylmercapto)acetonitrile 

Relevant academic research and scientific papers

One-step synthesis of sulfonamides from N-tosylhydrazones

The first described reaction between N-tosylhydrazone and SO2 is reported to provide alkyl sulfonamides in the presence of various amines. In this procedurally simple method, hydrazones of both unsaturated aldehydes and ketones proceed in moder

Palladium-Catalyzed α-Arylation of Methyl Sulfonamides with Aryl Chlorides

A palladium-catalyzed α-arylation of sulfonamides with aryl chlorides is presented. A Buchwald-type pre-catalyst formed with Kwong’s indole-based ligand enabled this transformation to be compatible with a large variety of methyl sulfonamides and aryl chlorides in good to excellent yields. Importantly, under the optimized reaction conditions, only mono-arylated products were observed. This method has been applied to the efficient synthesis of sumatriptan, which is used to treat migraines. (Figure presented.) .

A useful Pd-catalyzed Negishi coupling approach to benzylic sulfonamide derivatives

(Chemical Equation Presented) A mild catalytic system to access diversely functionalized benzylic sulfonamides has been developed. Palladium-catalyzed α-arylation by Negishi cross-coupling of sulfonamide-stabilized anions and a wide range of aryl iodides, bromides, and triflates constitutes a practical strategy for the synthesis of various benzylic sulfonamides.

A novel cyclopropanation

Reaction between benzaldehyde and methyl α-benzylsulfonylacetate furnishes methyl (E)-α-benzylsulfonyl-β-phenylacrylate as the exclusive Knoevenagel adduct. The related condensations between α-benzylsulfonylacetonitrile and paraformaldehyde furnish trans-1-benzylsulfonyl-2-phenylcyclopropane-1-carbonitrile in modest yields. These product structures are established by X-ray crystallographic analysis. Phenylsulfene is ruled out as an intermediate in the formation of the cyclopropane.