25407-31-2

Upstream product

• 110-86-1 pyridine 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 

Downstream Products

• 23071-66-1 2-(4-dimethylamino-phenylimino)-3-(4-methoxy-phenyl)-3-oxo-propionitrile 
• 37062-05-8 (4-methoxy-phenyl)-glyoxal-2-[N-(4-dimethylamino-phenyl)-oxime ] 
• 78938-19-9 [6-(4-Methoxy-benzoyl)-1,4-di-pyridin-3-yl-1,4-dihydro-[1,2,4,5]tetrazin-3-yl]-(4-methoxy-phenyl)-methanone 
• 120422-10-8 [2-(4-Methoxy-phenyl)-9H-pyrido[2,3-b]indol-4-yl]-phenyl-methanone 
• 33567-23-6 2,6-bis(4-methoxyphenyl)-4-(4-methoxyphenyl)pyridine 
• 127635-99-8 2-(4'-methoxyphenacyl)-3-phenylthio-1,4-naphthoquinone 
• 77404-28-5 2,4-Bis-(4-chloro-phenyl)-6-(4-methoxy-phenyl)-pyridine 
• 75573-11-4 2,4-Bis-(4-methoxy-phenyl)-6-p-tolyl-pyridine 
• 73910-93-7 2-(4-chloro-phenyl)-4,6-bis-(4-methoxy-phenyl)-pyridine 
• 73910-92-6 2-(4-chloro-phenyl)-4-(3,4-dimethoxy-phenyl)-6-(4-methoxy-phenyl)-pyridine 
• 78121-83-2 4-(3,4-Dimethoxy-phenyl)-2,6-bis-(4-methoxy-phenyl)-pyridine 
• 129155-25-5 2-ethylthio-3-(4'-methoxyphenacyl)-1,4-naphthoquinone 
• 121726-85-0 5,9-dimethoxy-2-(4'-methoxyphenyl)-1H-benzindole 
• 103359-88-2 sel de soude du p-methoxybezoyle-p, sulphone-azo-pyridinium-methylure 

Relevant academic research and scientific papers

Silver-Promoted (4 + 1) Annulation of Isocyanoacetates with Alkylpyridinium Salts: Divergent Regioselective Synthesis of 1,2-Disubstituted Indolizines

An unprecedented silver-promoted regioselective (4 + 1) annulation of isocyanoacetates with pyridinium salts is reported. The established protocol provides controlled, facile, and modular access to a range of synthetically useful N-fused heterocyclic scaffolds containing indolizines, pyrrolo[1,2-a]quinolines, pyrrolo[2,1-a]isoquinolines, and 1H-imidazo[4,5-a]indolizin-2(3H)-ones. A mechanistic pathway involving nucleophilic addition/protonation/elimination/cycloisomerization is proposed.

Ultrasound-promoted regioselective synthesis of chalcogeno-indolizines by a stepwise 1,3-dipolar cycloaddition

A series of new organochalcogen derivatives of indolizines was synthesized in moderate to excellent yields from pyridinium salts and chalcogeno-alkynes. The reaction can be carried out under thermal conditions or by sonochemical processes in short reaction times. The stepwise cycloaddition reaction forming chalcogeno-indolizines is regioselective and extends to a broad range of functional groups. Furthermore, novel chalcogeno-alkynes are reported and the first derivatives of teluro-indolizine are described. The influence of selenium functionalization on the photophysical properties of indolizines is also described, in which the compounds showed absorption in the UV–Vis region around 360 nm and emission in the blue-to-green region. Relatively low fluorescence quantum yield (?fl) values were calculated, in agreement with the chalcogen effect on other heterocycles.

Base-mediated 1,3-dipolar cycloaddition of pyridinium bromides with bromoallyl sulfones: a facile access to indolizine scaffolds

An expedient and transition-metal-free synthetic strategy has been developed for the construction of substituted indolizines from a unique combination of pyridinium salts and 2-bromoallyl sulfones. This approach does not compromise with the diverse substitutions on both the pyridinium salts and 2-bromoallyl sulfones. Wide substrate scope, operational simplicity, milder reaction conditions and good to moderate yields are the merits associated with the current approach. Moreover, this method provides two products which are amenable for the generation of a library of key indolizine building blocks. This journal is

DMAP-Catalyzed Annulation Approach for Modular Assembly of Furan-Fused Chromenes

With a tandem DMAP-catalyzed reaction between o-AQM, in which it is generated in situ from propargylic amine, and acyl carbene surrogate (from pyridinium ylide), a variety of polyarylated chromenes are assembled in good yields. This process does not require transition-metal catalyst and exhibits easy manipulation of the arene group and good functional group compatibility, particularly the -Br group which can be further transformed to other functionalities by cross-coupling reactions. The modular feature of o-AQM substrates and the simple operation procedures add further advantages to this synthetic method.

A metal-free approach for the synthesis of amides/esters with pyridinium salts of phenacyl bromides via oxidative C–C bond cleavage

An efficient, simple, and metal-free synthetic approach for the N- and O-benzoylation of various amines/benzyl alcohols with pyridinium salts of phenacyl bromides is demonstrated to generate the corresponding amides and esters. This protocol facilitates the oxidative cleavage of a C–C bond followed by formation of a new C–N/C–O bond in the presence of K2CO3. Various pyridinium salts of phenacyl bromides can be readily transformed into a variety of amides and esters which is an alternative method for the conventional amidation and esterification in organic synthesis. High functional group tolerance, broad substrate scope and operational simplicity are the prominent advantages of the current protocol.

Unexpected reactivity of pyridinium salts toward alkynyl Fischer complexes to produce oxo-heterocycles

The unprecedented reaction of ketone-containing aromatic pyridinium salts 3a-e and alkynyl Fischer complexes 1a-f proceeds via a mild domino process to provide 4,6-disubstituted pyran-2-ones 5a-k and 2,3,5-trisubstituted furans 6a-h (45-97%). According of the results of isotopic labeling experiments, a mechanism involving an initial Michael addition appears to be the key step, obtaining a mesomeric structure responsible for the formation of both products.

Facile one-pot tandem synthesis of perfluoroalkylated indolizines under metal-free mild conditions

A direct metal-free method for the synthesis of perfluoroalkylated indolizines by means of DIPEA-promoted tandem C[sbnd]N/C[sbnd]C bond formation was developed. Various substituted pyridines and bromoacetyl derivatives with methyl perfluoroalk-2-ynoates proceeded smoothly in this mild transformation, and the desired products were obtained in good to excellent yields under air.

Transition-Metal-Free Synthesis of Indolizines from Electron-Deficient Alkenes via One-Pot Reaction Using TEMPO as an Oxidant

A one-pot method for the synthesis of multisubstituted indolizines from α-halo carbonyl compounds, pyridines, and electron-deficient alkenes is reported. The oxidative dehydrogenation reaction takes place under transition-metal-free conditions using TEMPO as an oxidant. This protocol uses ready available starting materials in a convenient procedure under mild reaction conditions.

Discovery of indolizines containing triazine moiety as new leads for the development of antitumoral agents targeting mitotic events

Abstract A new family of 3-aroylindolizines bearing a dimethoxytriazine unit in their position 1 was designed, synthesized and evaluated for their ability to inhibit tubulin polymerization and cellular growth in vitro. Compound 39 was the best candidate i

One-pot synthesis of indolizine via 1,3-dipolar cycloaddition using a sub-equivalent amount of K2Cr2O7 as an efficient oxidant under base free conditions

A one-pot method for synthesizing multi-substituted indolizines from α-halo-carbonyl compounds, pyridines and electron deficient alkenes was developed. A sub-equivalent amount of potassium dichromate was used as an oxidant under base free conditions. The transformation developed should be of economic efficiency.