new simple and one-pot synthetic routes to polyfunctionally substituted imidazo-[1,2-a]pyridines, pyrido[1,2-a]pyrimidines, pyrido-[1,2-a]-1,3-diazepines, and imidazo[1,2-a]pyrimidines

Hammouda, M.; Zeid, Z. M. Abou; Metwally, M. A.

doi:10.1007/s10593-006-0031-4

Cited by 13 publications

(1 citation statement)

References 7 publications

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“…Gratifyingly, these imidazo[1,2-a]pyridines are prepared in good yields by the one-pot reaction of aldehyde, malononitrile, and 2-(nitromethylene)imidazolidine [Scheme 65 (b)]. 139 Dabiri and co-workers developed a four-component approach for the synthesis of imidazo[1,2-a]pyridines 216 by the condensation of ethane-1,2-diamine (215), 1,1bis(methylsulfanyl)-2-nitroethene (213), aldehydes 59, and active methylene compounds 214 under catalyst-free conditions [Scheme 66 (a)]. Heterocyclic ketene aminals were generated in situ and reacted with the Knoevenagel adduct of the active methylene compound and aldehyde, followed by cyclization and dehydration to give imidazo[1,2-a]pyri-dines in good yields.…”

Section: Scheme 64mentioning

confidence: 99%

Recent Developments in the Synthesis of Imidazo[1,2-a]pyridines

Pericherla¹,

Kaswan²,

Pandey³

et al. 2015

Synthesis

193

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N N cyclocondensations oxidative cyclizations multicomponent reactions rearrangements tandem processes C-H activations/functionalizationsAbstract Advances in the last decade for the synthesis of the imidazo[1,2-a]pyridine scaffold from various substrates employing approaches such as multicomponent reactions, tandem processes, rearrangement reactions, inter-and intramolecular oxidative/reductive cyclizations, and transition-metal-catalyzed C-H activation are summarized in this review. The mechanisms for the selected transformations are also discussed. 1

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Section: Scheme 64mentioning

confidence: 99%

Recent Developments in the Synthesis of Imidazo[1,2-a]pyridines

Pericherla¹,

Kaswan²,

Pandey³

et al. 2015

Synthesis

193

View full text Add to dashboard Cite

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New Simple and One‐Pot Synthetic Routes to Polyfunctionally Substituted Imidazo[1,2‐a]pyridines, Pyrido[1,2‐a]pyrimidines, Pyrido[1,2‐a]‐1,3‐diazepines, and Imidazo[1,2‐a]pyrimidines

2006

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Ring closure reactions O 0130 New Simple and One-Pot Synthetic Routes to Polyfunctionally Substituted Imidazo[1,2-a]pyridines, Pyrido[1,2-a]pyrimidines, Pyrido[1,2-a]-1,3-diazepines, and Imidazo[1,2-a]pyrimidines -[starting from heterocyclic nitroenamines (I)]. -(HAMMOUDA, M.; ZEID, Z. M. A.; METWALLY, M. A.; Chem. Heterocycl. Compd. (N. Y.) 41 (2005) 12, 1525-1528; Dep. Chem., Fac. Sci., Mansoura Univ., Mansoura, Egypt; Eng.) -H. Toeppel 32-048

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InCl₃‐Assisted Eco‐Friendly Approach for N‐Fused 1,4‐Dihydropyridine Scaffolds via Ring Opening Michael Addition of Cyclic Nitroketene and Iminocoumarin: Synthesis and DFT Studies

et al. 2018

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A novel strategy was developed for the synthesis of five different N-fused 1,4-dihydropyridine (1,4 DHP) scaffolds such as imidazopyridine, pyridopyrimidine, benzoimidazopyridine, thiazolopyridine and benzopyridooxazine derivatives by coupling nitroketene S,S-acetal, various nitrogen containing dinucleophiles, malanonitrile and substituted salicylaldehydes/aldehydes in the presence of InCl 3 as catalyst in water-EtOH solvent mixture under reflux condition. Furthermore, mechanism for the formation of 1,4-DHPs was explored through experimental and DFT calculations. DFT studies reveal that the reaction went through lower energy triheterocyclic intermediate than the higher energy chromenoimidazopyridine imtermediate. The attractive features of this protocol include short reaction time, easy separation of the product without chromatographic purification, simple execution with excellent yield and possibility to synthesize structurally diverse 1,4-dihydropyridine derivatives through greener approach.

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new simple and one-pot synthetic routes to polyfunctionally substituted imidazo-[1,2-a]pyridines, pyrido[1,2-a]pyrimidines, pyrido-[1,2-a]-1,3-diazepines, and imidazo[1,2-a]pyrimidines

Cited by 13 publications

References 7 publications

Recent Developments in the Synthesis of Imidazo[1,2-a]pyridines

Recent Developments in the Synthesis of Imidazo[1,2-a]pyridines

New Simple and One‐Pot Synthetic Routes to Polyfunctionally Substituted Imidazo[1,2‐a]pyridines, Pyrido[1,2‐a]pyrimidines, Pyrido[1,2‐a]‐1,3‐diazepines, and Imidazo[1,2‐a]pyrimidines

InCl₃‐Assisted Eco‐Friendly Approach for N‐Fused 1,4‐Dihydropyridine Scaffolds via Ring Opening Michael Addition of Cyclic Nitroketene and Iminocoumarin: Synthesis and DFT Studies

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new simple and one-pot synthetic routes to polyfunctionally substituted imidazo-[1,2-a]pyridines, pyrido[1,2-a]pyrimidines, pyrido-[1,2-a]-1,3-diazepines, and imidazo[1,2-a]pyrimidines

Cited by 13 publications

References 7 publications

Recent Developments in the Synthesis of Imidazo[1,2-a]pyridines

Recent Developments in the Synthesis of Imidazo[1,2-a]pyridines

New Simple and One‐Pot Synthetic Routes to Polyfunctionally Substituted Imidazo[1,2‐a]pyridines, Pyrido[1,2‐a]pyrimidines, Pyrido[1,2‐a]‐1,3‐diazepines, and Imidazo[1,2‐a]pyrimidines

InCl3‐Assisted Eco‐Friendly Approach for N‐Fused 1,4‐Dihydropyridine Scaffolds via Ring Opening Michael Addition of Cyclic Nitroketene and Iminocoumarin: Synthesis and DFT Studies

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InCl₃‐Assisted Eco‐Friendly Approach for N‐Fused 1,4‐Dihydropyridine Scaffolds via Ring Opening Michael Addition of Cyclic Nitroketene and Iminocoumarin: Synthesis and DFT Studies