83575-92-2

Usage

Uses

Used in Organic Synthesis:
5-methyl-2,4-diphenylpyridine is used as a building block in organic synthesis for the preparation of various functionalized molecules.
Used in Pharmaceutical Research:
5-methyl-2,4-diphenylpyridine is used as a building block in pharmaceutical research for the development of new drugs and agrochemicals due to its unique structural properties.
Used in Chemical Reactions:
5-methyl-2,4-diphenylpyridine may also have use as a reagent in chemical reactions.
Used in Organic Electronic Devices:
5-methyl-2,4-diphenylpyridine may also have use as a material in the production of organic electronic devices.
Note: Further research is needed to explore its full range of potential applications and properties.

Upstream product

• 63163-76-8 (E)-1--2-methyl-1-propen 
• 94-41-7 benzalacetophenone 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 96609-78-8 4-methoxy-3-methylpyridine 
• 100-58-3 phenylmagnesium bromide 
• 19433-17-1 acetophenone O-acetyloxime 
• 101-39-3 2-methyl-3-phenyl-2-propenal 
• 79893-97-3 1,3-diphenyl-3-[(prop-2-yn-1-yl)amino]prop-2-en-1-one 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 13466-30-3 (1-phenylethylidene)hydrazine 
• 98-86-2 acetophenone 
• 1300751-05-6 N-(α-methylcinnamylidene)acetophenone hydrazone 

Relevant academic research and scientific papers

A new strategy for the synthesis of pyridines from: N -propargylic β-enaminothiones

A new method for the synthesis of 2,4,5-trisubstituted pyridines from N-propargylic β-enaminothiones is reported. β-Enaminothiones were prepared by thionation of the corresponding β-enaminones with Lawesson's reagent. When treated with diisopropylamine in DMF at room temperature, N-propargylic β-enaminothiones yielded 2,4,5-trisubstituted pyridines in moderate to high yields, along with small amounts of 2-methylene-2,3-dihydro-1,4-thiazepines. The reaction was found to be general for a broad range of N-propargylic β-enaminothiones and tolerated the presence of aromatic, heteroaromatic and aliphatic groups with electron-withdrawing and electron-donating substituents. The method could be widened to the internal alkyne-tethered N-propargylic β-enaminothiones. This operationally simple method may provide rapid access to a library of functionalized pyridines of pharmacological interest.

Metal-Free Assembly of Polysubstituted Pyridines from Oximes and Acroleins

Transition-metal-catalyzed synthesis of N-heterocycles from oximes has been previously well established. In this paper, for the first time a metal-free protocol with the combinational employment of iodine and triethylamine has been demonstrated to be effective to trigger the oxime-based synthesis of pyridines with high chemo-selectivity and wide functional group tolerance. A broad range of functional pyridines were prepared in moderate to excellent yields. While neither iodine nor triethylamine could trigger this transformation, mechanistic experiments indicated a radical pathway for the reaction. The resultant 2-aryl-substituted pyridines have been proved to be versatile building blocks in a range of transition-metal-catalyzed C-H functionalization reactions. (Chemical Equation Presented).

Base-Promoted β-C(sp3)-H Functionalization of Enaminones: An Approach to Polysubstituted Pyridines

A convenient one-pot base-promoted synthesis of polysubstituted pyridines from 1-arylethylamines and ynones through the direct β-C(sp3)-H functionalization of enaminones under metal-free conditions has been developed. An intermolecular Michael addition reaction and an intramolecular condensation were involved in this procedure, which features high regioselectivity, high efficiency, and environmental friendliness. Various polysubstituted pyridines were provided in up to 92% yield for 34 examples.

Synthesis of substituted pyridines from 1,2-nucleophilic addition products of functionalized N-acyl-2,3-dihydropyridones

Abstract We describe herein a general and efficient synthetic approach toward substituted pyridines from functionalized N-acyl-2,3-dihydropyridones in two steps; 1,2-addition with organocerium reagents and subsequent oxidative aromatization with chloranil

Cyclization reactions of 3,4-diazaheptatrienyl metal compounds. Pyridines from an anionic analogue of the Fischer indole synthesis: Experiment and theory

Unsymmetrical N,N′-bisalkylidene hydrazines 7a,b, 10a-c and 13, which are accessible in good to excellent yields from hydrazones 6, 9, and 12 and commercially available α,β-unsaturated carbonyl compounds, are converted into 3,4-diazaheptatrienyl anions 14

A New and Safe Approach to (N-Vinylimino)phosphoranes

1-benzotriazoles, obtained by Staudinger phosphenimide-forming reaction of (azidoalkyl)benzotriazoles, possessing a proton in a β-position to nitrogen reacted with sodium hydride in THF to afford (N-vinylimino)phosphoranes in high yields.The latter were trapped with chalcone to give the corresponding 2,4-diphenylpyridines.

Silylamines in Organic Synthesis. Reactivity of N,N-Bis(silyl) Enamines toward Electrophiles. A Route to Substituted 2-Aza-1,3-butadienes and Pyridines

N,N-Bis(silyl) enamines appeared to be weak nucleophilic reagents and exhibited a very low reactivity toward electrophiles.However, in the presence of a nucleophilic catalyst, nucleophilic activation of the silicon-nitrogen bond was observed.Under fluoride ion catalysis (TBAF or CsF), N,N-bis(silyl) enamines reacted with carbonyl compounds to give substituted 2-aza-1,3-butadienes.Good yields were obtained in reactions with aromatic aldehydes or ketones.In the case of aliphatic carbonyl compounds, 2-aza 1,3-dienes were only formed in moderate yields.Interestingly, enamidines were easily obtained in high yields upon reactions of dimethylformamide in the presence of MeONa as catalyst.The reaction of aromatic α,β-unsaturated ketones gave 2-aza 1,3,5-trienes, which were not isolated but underwent an intramolecular cycloaddition reaction with regioselective formation of substituted 2,4-diarylpyridines.

ACTIVATION OF SILICON-HYDROGEN, SILICON-OXYGEN, SILICON-NITROGEN BONDS IN HETEROGENEOUS PHASE SOME NEW METHODS IN ORGANIC SYNTHESIS

Anionic activation of Si-H, Si-O and Si-N bonds by fluoride ions under heterogeneous conditions is reported: Si-H activated by KF or CsF is a powerful and selective reducing reagent; the carbonyl group of aldehydes, ketones or esters can be reduced without reduction of other functional groups (C=C, NO2, Br, amido).Furthermore, selective reductions of aldehydes in the presence of ketones and ketones in the presence of carboxylic esters are also possible.CsF in the presence of Si(OR)4 is found to be very efficient in promoting Michael additions of monoketones andarylacetonitriles on different kinds of Michael acceptors such as α, β unsaturated ketones, esters, nitriles and even amides.This constitutes an extension of Michael reaction since the addition occurs even with crowded ketones.N,N bis(silyl)enamines activated by fluoride ions react with carbonyl compounds and provide an interesting route to 2-aza-1,3 dienes.

N,N-bis(silyl)enamines as protected primary vinylamines. Nucleophilic activation of the silicon-nitrogen bond.

N,N-bis(silyl)enamines react with electrophiles in the presence of catalytic amounts of nucleophile.The reaction of carbonyl compounds catalyzed by fluoride ion provides an interesting route to 2-aza-1,3-dienes.The methoxide ion catalyzed reaction of N,N-dimethylformamide gives rise to enamidines.