ChemInform Abstract: An Elegant One‐Pot Synthesis of Isoxazolo[2,3‐a]pyrimidines.

Rajanarendar, E.; Raju, S.; Reddy, M. Nagi; Murthy, K. Rama

doi:10.1002/chin.201110165

Cited by 4 publications

(4 citation statements)

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“…Therefore, the first type of aminoazoles studied in our work was 5-amino- N -aryl-1 H -pyrazole-4-carboxamide that showed 1,3-binucleophile properties in the condensation with aromatic aldehydes and alkylisocyanides giving the product resulting from GBB-3CR. On the other hand, 3-amino-5-methylisoxazole in MCRs often acted as primary amine [102–106], that was confirmed in our case by treatment with aromatic aldehydes, alkylisocyanides and phenylpropiolic acid resulting in the corresponding products of the Ugi-4CR (Scheme 2). …”

Section: Resultssupporting

confidence: 60%

New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized

Murlykina

Kornet

Десенко

et al. 2017

Beilstein J. Org. Chem.

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The well-known aminoazoles, 3-amino-5-methylisoxazole and 5-amino-N-aryl-1H-pyrazole-4-carboxamides, were studied as an amine component in Ugi and Groebke–Blackburn–Bienaymé multicomponent reactions. The first example of an application of aminoazoles in an Ugi four-component reaction was discovered and novel features of a Groebke–Blackburn–Bienaymé cyclocondensation are established and discussed. The heterocycles obtained were evaluated for their antibacterial activity and several of them demonstrated a weak antimicrobial effect, but for most of the compounds a 30–50% increase in biomass of Gram-positive strains (mainly B. subtilis) compared to control was observed.

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Section: Resultssupporting

confidence: 60%

New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized

Murlykina

Kornet

Десенко

et al. 2017

Beilstein J. Org. Chem.

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“…Cyclocondensation of aminoazoles with chalcones is also a very commonly used approach for the synthesis of pyrimidine derivatives such as dihydro [1,2,3]-triazolo[1,5-a]pyrimidines 14 [432], pyrazolo[1,5-a]pyrimidines 15 [433,434], pyridopyrazolopyrimidines 16 [395], isoxazolo[2,3-a]pyrimidines 17 [435] (Scheme 62).…”

Section: Transformation Of Chalcones To Pyrimidinesmentioning

confidence: 99%

Chalcones as Versatile Synthons for the Synthesis of 5- and 6-membered Nitrogen Heterocycles

Albuquerque¹,

Santos²,

Cavaleiro³

et al. 2014

COC

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Chalcones belong to the flavonoid family which constitutes one of the major classes of naturally occurring oxygen heterocyclic compounds. The ,-unsaturated carbonyl system of chalcones possesses two electrophilic reactive centers allowing them to participate in addition reactions via attack to the carbonyl group (1,2-addition) or involving the-carbon (1,4-conjugate addition), leading to the synthesis of promising bioactive heterocyclic compounds. The purpose of this review is to present a systematic survey of the most recent literature that uses chalcones in the synthesis of biologically active 5-and 6-membered nitrogen heterocycles such as pyrroles, indoles, isoxazoles, imidazoles, pyrazoles, indazoles, triazoles, tetrazoles, pyridines and pyrimidines. Efficiency, easy-to-handle and cheap reagents, alternative heating conditions and greener protocols will be highlighted. In this review we will cover the literature since the beginning of the 21 st century in more than 400 publications.

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“…[5][6] Pyrimidine derivatives possess very interesting pharmacological and biological properties and are reported to exhibit variety of biological activities like antibacterial, antifungal and anticonvulsant, analgesic, anti-inflammatory, antihelmentic, sedative, hypnotic, antispasmodic, 7-10 local anaesthetic Antitubercular, antihistaminic, antioxidant and anticancer activity. [11][12][13][14]…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and Anti-Microbial Activity of Novel Pyramidine Derivatives

Kumar¹,

Sumanjali²,

Chandana³

et al. 2021

J. Drug Delivery Ther.

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Pyrimidine is a heterocyclic aromatic organic compound similar to benzene and pyridine, containing two nitrogen atoms at positions 1 and 3 of the six-member ring. Three nucleobases found in nucleic acids, cytosine (C), thymine (T), and uracil (U), are pyrimidine derivatives. A pyrimidine has many properties in common with pyridine, as the number of nitrogen atoms in the ring increases the ring pi electrons become less energetic and electrophilic aromatic substitution gets more difficult while nucleophilic aromatic substitution gets easier. Chalcones react with aminoguanidine to give intermediate compounds which on further reacts with substituted ketones to give Pyramidine derivatives. A total of 6 compounds were synthesized from one scheme and they were recrystallized by appropriate solvents. They were identified and characterized by various spectral methods. In the present study, all synthesized compounds tested for anti bacterial activity and anti-fungal activity. They shown significant activity when compared with standard drug Streptomycin and Miconazole respectively. Keywords: Pyramidines, Characterization, Streptomycin, Miconazole, Anti-microbial activity.

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ChemInform Abstract: An Elegant One‐Pot Synthesis of Isoxazolo[2,3‐a]pyrimidines.

Cited by 4 publications

References 0 publications

New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized

New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized

Chalcones as Versatile Synthons for the Synthesis of 5- and 6-membered Nitrogen Heterocycles

Synthesis, Characterization and Anti-Microbial Activity of Novel Pyramidine Derivatives

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