19352-29-5

Usage

Uses

Used in Organic Synthesis:
3-Phenyl-4-picoline is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows it to participate in a wide range of chemical reactions, making it a valuable component in the development of new molecules and materials.
Used in Pharmaceutical Industry:
3-Phenyl-4-picoline is used as a building block in the synthesis of certain pharmaceutical compounds. Its presence in the molecular structure can influence the properties and effectiveness of the final drug product, making it an important component in the development of new medications.
Used in Chemical Research:
3-Phenyl-4-picoline is used as a research tool in the study of chemical reactions and mechanisms. Its unique structure and reactivity make it an interesting subject for investigation, and it can provide valuable insights into the behavior of similar compounds.
Used in Material Science:
3-Phenyl-4-picoline is used in the development of new materials with specific properties. Its incorporation into the molecular structure can influence the physical and chemical characteristics of the resulting material, making it a useful component in the creation of advanced materials for various applications.

InChI:InChI=1/C12H11N/c1-10-7-8-13-9-12(10)11-5-3-2-4-6-11/h2-9H,1H3

Upstream product

• 108-89-4 picoline 
• 94-36-0 dibenzoyl peroxide 
• 122-78-1 phenylacetaldehyde 
• 123-73-9 crotonaldehyde 
• 536-74-3 phenylacetylene 
• 60-12-8 2-phenylethanol 
• 108-86-1 bromobenzene 
• 3430-22-6 3-Bromo-4-methylpyridin 
• 98-80-6 phenylboronic acid 
• 3430-27-1 3-amino-4-methylpyridine 
• 591-50-4 iodobenzene 
• 73183-34-3 bis(pinacol)diborane 
• 72093-04-0 3-chloro-4-methylpyridine 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 60750-02-9 2-(p-biphenylyl)-4-methyl-5-phenylpyridine 
• 60750-01-8 2-(p-biphenylyl)-4-methyl-3-phenylpyridine 
• 135-70-6 p-quaterphenyl 
• 244-42-8 3-azafluorene 
• 18631-22-6 5H-indeno[1,2-c]pyridin-5-one 
• 104096-15-3 3-phenylpyridine-4-carboxylic acid 

Relevant academic research and scientific papers

Four-Selective Pyridine Alkylation via Wittig Olefination of Dearomatized Pyridylphosphonium Ylides

Methods to synthesize alkylated pyridines are valuable because these structures are prevalent in pharmaceuticals and agrochemicals. We have developed a distinct approach to construct 4-alkylpyridines using dearomatized pyridylphosphonium ylide intermediates in a Wittig olefination-rearomatization sequence. Pyridine N-activation is key to this strategy, and N-triazinylpyridinium salts enable coupling between a wide variety of substituted pyridines and aldehydes. The alkylation protocol is viable for late-stage functionalization, including methylation of pyridine-containing drugs. This approach represents an alternative to metal-catalyzed sp2-sp3 cross-coupling reactions and Minisci-type processes.

Synthesis of Enaminone-Pd(II) Complexes and Their Application in Catalysing Aqueous Suzuki-Miyaura Cross Coupling Reaction

A series of Pd(II)-enaminone complexes, termed Pd(eao)2, have been synthesized and characterized. The investigation on the catalytic activities of these new Pd(II)-reagents has proved that the Pd(eao)2-1 possesses excellent catalytic activity for the Suzuki- Miyaura cross coupling reactions of aryl bromides/chlorides with aryl/vinyl boronic acids in the environmentally benign media of aqueous PEG400 at low loading (5 mol‰). The superiority of this Pd(II)-reagent to those commercial Pd(II) and Pd(0) catalysts in catalyzing the reactions has been confirmed by parallel experiments. What's more, Pd(eao)2-2 has been found as a practical catalyst for the homo-coupling reactions of aryl boronic acids.

NON-PEPTIDE OPIOID RECEPTOR MODULATORS

Non-peptide MOR opioid receptor modulators are provided. The compounds exhibit predominantly central activity and are used to treat e.g. opioid addiction. The compounds described herein are generally delivered (administered) in a pharmaceutical compositio

Design, Synthesis, and Biological Evaluation of the Third Generation 17-Cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-[(4′-pyridyl)carboxamido]morphinan (NAP) Derivatives as μ/κ Opioid Receptor Dual Selective Ligands

μ opioid receptor (MOR) agonists have been widely applied for treating moderate to severe pain. However, numerous adverse effects have been associated with their application, including opioid-induced constipation (OIC), respiratory depression, and addicti

Scope of regioselective Suzuki reactions in the synthesis of arylpyridines and benzylpyridines and subsequent intramolecular cyclizations to azafluorenes and azafluorenones

The current investigation on regioselective Suzuki reactions of 2,3-dihalopyridines and 2-halo-3-halomethylpyridines yielded the unexplored synthesis of arylpyridines and benzylpyridines bearing synthetic handles for further functionalization. Indeed, the scope of intramolecular cyclizations of arylpyridines and benzylpyridines prepared in this study for the synthesis of azafluorenes and azafluorenones has been investigated.

Silver-Catalyzed Minisci Reactions Using Selectfluor as a Mild Oxidant

A new method for silver-catalyzed Minisci reactions using Selectfluor as a mild oxidant is reported. Heteroarenes and quinones both participate in radical C-H alkylation and arylation from a variety of carboxylic and boronic acid radical precursors. Several oxidatively sensitive and highly reactive radical species are successful, providing structures that are challenging to access by other means.

Synthesis of 4-benzylpyridines via Pd-catalyzed CH3-arylation of 4-picoline

A highly efficient synthesis of 4-benzylpyridines was developed via Pd-catalyzed C(sp3)-H arylation between 4-picoline and aryl halides. It was found that the best yields were achieved with a simple Pd(PPh3)4 catalyst and Cs2CO3 as the base. Compared with the known methods, our reaction does not require the use of a strong organometallic reagent as the base.

Newly-generated Al(OH)3-supported Pd nanoparticles-catalyzed Stille and Kumada coupling reactions of diazonium salts, (Het)aryl chlorides

A ligand-free Pd/Al(OH)3 nano-catalyst which is prepared by one-pot three-component method using Pd(PPh3)4, tetra (ethylene glycol), and aluminum tri-sec-butoxide exhibits excellent catalytic activity in Stille cross-couplings of (Het)aryl chlorides, arenediazonium tetrafluoroborate salts with phenyltributylstannane, respectively, and Kumada couplings of (Het)aryl chlorides with various Grignard reagents. More importantly, these two processes show excellent functional group compatibility with moderate to good yields and they are also versatile with respect to not only (Het)aryl chlorides, but also diazonium salts, and heteroaryl Grignard reagents. The nano-catalyst could also be recycled and reused 5 times without loss of activity and decrease of yield.

Ether-imidazolium carbenes for Suzuki-Miyaura cross-coupling of heteroaryl chlorides with Aryl/heteroarylboron reagents

Easily accessible and handled ether-imidazolium chlorides were developed as ligand precursors. The coupling reactions of heteroaryl chlorides with aryl/heteroarylboronic acids and esters were catalyzed by the palladium/ether-imidazolium chloride system with high substrate tolerance to give various heterobiaryls in good to excellent yields.

Synthesis of pinacol arylboronates from aromatic amines: A metal-free transformation

A metal-free borylation process based on Sandmeyer-type transformation using arylamines derivatives as the substrates has been developed. Through optimization of the reaction conditions, this novel conversion can be successfully applied to a wide range of aromatic amines, affording borylation products in moderate to good yields. Various functionalized arylboronates, which are difficult to access by other methods, can be easily obtained with this metal-free transformation. Moreover, this transformation can be followed by Suzuki-Miyaura cross-coupling without purification of the borylation products, which enhances the practical usefulness of this method. A possible reaction mechanism involving radical species has been proposed.