One-Pot Three-Component Synthesis of Imidazo[1,5-&amp;lt;i&amp;gt;a&amp;lt;/i&amp;gt;]pyridines

Rahmati, Abbas; Khalesi, Zahra

doi:10.4236/ijoc.2011.12003

Cited by 17 publications

(4 citation statements)

References 23 publications

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“…The main condensations involve: Substituted pyridyl-2-ketones with aromatic aldehydes and ammonium acetate (see Figure 9 ) [ 103 , 126 , 193 , 212 , 213 , 214 ]; Substituted picolylamines (2-(Aminomethyl)pyridin) with carboxylic acids in strongly acidic and dehydrating conditions [ 9 ]; Other couplings involve cyano-pyridines with aromatic aldehydes, picolylamines with thioesters, and cyclizations of 2-picolylamides [ 2 , 46 , 215 , 216 ]. …”

Section: Imidazopyridines: Different Synthetic Approachesmentioning

confidence: 99%

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Imidazopyridine Family: Versatile and Promising Heterocyclic Skeletons for Different Applications

Volpi,

Laurenti,

Rabezzana

2024

Molecules

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In recent years, there has been increasing attention focused on various products belonging to the imidazopyridine family; this class of heterocyclic compounds shows unique chemical structure, versatile optical properties, and diverse biological attributes. The broad family of imidazopyridines encompasses different heterocycles, each with its own specific properties and distinct characteristics, making all of them promising for various application fields. In general, this useful category of aromatic heterocycles holds significant promise across various research domains, spanning from material science to pharmaceuticals. The various cores belonging to the imidazopyridine family exhibit unique properties, such as serving as emitters in imaging, ligands for transition metals, showing reversible electrochemical properties, and demonstrating biological activity. Recently, numerous noteworthy advancements have emerged in different technological fields, including optoelectronic devices, sensors, energy conversion, medical applications, and shining emitters for imaging and microscopy. This review intends to provide a state-of-the-art overview of this framework from 1955 to the present day, unveiling different aspects of various applications. This extensive literature survey may guide chemists and researchers in the quest for novel imidazopyridine compounds with enhanced properties and efficiency in different uses.

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Section: Imidazopyridines: Different Synthetic Approachesmentioning

confidence: 99%

“…Substituted pyridyl-2-ketones with aromatic aldehydes and ammonium acetate (see Figure 9 ) [ 103 , 126 , 193 , 212 , 213 , 214 ];…”

Section: Imidazopyridines: Different Synthetic Approachesmentioning

confidence: 99%

Imidazopyridine Family: Versatile and Promising Heterocyclic Skeletons for Different Applications

Volpi,

Laurenti,

Rabezzana

2024

Molecules

View full text Add to dashboard Cite

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“…Advantageously, the microwave conditions used in this method are environmentally friendly, providing short reaction times and high efficiencies. 21 Rahmati and Khalesi 22 developed a similar reaction with the addition of LiCl as a co-catalyst to enhance the yield. In this method, imidazo[1,5-a]pyridines 17 were synthesized via the three-component condensation of aromatic aldehydes 11, di-2-pyridyl ketone 15, and ammonium acetate in the presence of LiCl under microwave conditions.…”

Section: 2′-pyridil or Di-2-pyridyl Ketones And Aldehydes With Nh 4 Oacmentioning

confidence: 99%

Recent synthetic methodologies for imidazo[1,5-a]pyridines and related heterocycles

Mittapalli

Darapaneni

Patil³

et al. 2022

Org. Biomol. Chem.

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“…Multicomponent reactions are an effective technique for the synthesis of novel molecular structures, because they have many advantages such as: low cost, low energy consumption, shorter reaction time, high atom economy, easier isolation and purification [17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Multicomponent Reaction for Synthesis of Novel 2‐Tosyloxyphenylpyridines

Hussein

Ali

2019

Journal of Heterocyclic Chem

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2‐Tosyloxybenzaldehyde 1 was reacted with some active methylene compounds as 1:1 or 1:2 molar ratio under different basic conditions to afford the corresponding 2‐tosyloxyarylidenes 2–4 and/or 2‐tosyloxyphenylpyridine 5, respectively. Multicomponent reaction of 2‐tosyloxyarylidene 2 and AcONH4 with active methylene compounds namely: malononitrile, ethyl acetoacetate, ethyl benzoylacetate, 1,3‐benzothiazol‐2‐ylacetonitrile, acetophenones or 3‐acetylheterocycle derivatives in methanol gave 2‐tosyloxyphenylpyridine derivatives 8–17, respectively. The structures of new compounds were elucidated by elemental and spectral analysis.

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One-Pot Three-Component Synthesis of Imidazo[1,5-<i>a</i>]pyridines

Abstract: A one-pot three component condensation synthesis of imidazo[1,5-a]pyridines using of various aromatic aldehydes and dipyridil ketone with ammonium acetate in the presence of Lithium chloride as catalyst in good yields under microwave irradiation has been described.

Cited by 17 publications

References 23 publications

Imidazopyridine Family: Versatile and Promising Heterocyclic Skeletons for Different Applications

Imidazopyridine Family: Versatile and Promising Heterocyclic Skeletons for Different Applications

Recent synthetic methodologies for imidazo[1,5-a]pyridines and related heterocycles

Multicomponent Reaction for Synthesis of Novel 2‐Tosyloxyphenylpyridines

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