Sonogashira coupling reactions: Synthesis of 4-substituted-6-methyl-2-(methylthio)pyrimidines catalyzed by Pd–Cu

Rezaeimanesh, Fatemeh; Bakherad, Mohammad; Nasr‐Isfahani, Hossein

doi:10.1177/1747519819868920

Cited by 3 publications

(1 citation statement)

References 26 publications

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“…This reaction is employed to prepare drugs, agricultural compounds, organic chemicals, and natural products. [31] Following our previous works in preparing heterocyclic systems through the Pd-catalyzed coupling reaction, [32][33][34][35] herein we wish to report the synthesis of new pyrazole-linked oxazoles through a palladium-catalyzed Sonogashira coupling reaction step followed by the in situ cyclization of the resultant coupling product.…”

Section: Introductionmentioning

confidence: 99%

An Efficient Synthesis of New Pyrazole‐Linked Oxazoles via Sonogashira Coupling Reaction

Tamardash,

Bakherad,

Keivanloo

et al. 2023

ChemistrySelect

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An efficient method is developed for synthesizing new pyrazole‐linked oxazoles through a palladium‐catalyzed Sonogashira coupling reaction. In this method, from the reaction of 5‐chloro‐3‐methyl‐1‐phenyl‐N‐(prop‐2‐phenyl)‐1H‐pyrazole‐4‐carboxamide with aryl iodides having nitro group and aryl iodides with electron‐donating groups, pyrazole‐linked oxazole derivatives and 5‐chloro‐3‐methyl‐1‐phenyl‐N‐(3‐arylprop‐2‐yn‐1‐yl)‐1H‐pyrazole‐4‐carboxamide derivatives were obtained respectively. The prepared products were characterized using FT‐IR, 1HNMR, and 13CNMR spectroscopies.

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Section: Introductionmentioning

confidence: 99%

An Efficient Synthesis of New Pyrazole‐Linked Oxazoles via Sonogashira Coupling Reaction

Tamardash,

Bakherad,

Keivanloo

et al. 2023

ChemistrySelect

Self Cite

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Recent Applications of the Sonogashira Reaction in the Synthesis of Drugs and Their Derivatives: A Review

Yan,

Zhang,

et al. 2024

Applied Organom Chemis

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Metal‐catalyzed cross‐coupling reactions are essential tools for constructing C–C bonds in organic synthesis. Among these prominent approaches, the Sonogashira reaction stands out as a key player and is widely utilized in medicinal chemistry. This versatile method enables the creation of complex C (sp2)–C (sp) bonds by linking aryl or vinyl halides with terminal alkynes, facilitating the efficient construction of molecular structures crucial for drug development. A notable application of the Sonogashira reaction is its ability to incorporate aromatic and alkynyl functionalities into pharmaceutical compounds. Depending on the impactful catalytic system evolved gradually, the Sonogashira reaction can involve either double‐metal catalysis or single‐metal catalysis. This review sheds light on the diverse applications of the Sonogashira coupling approach in drug synthesis and the generation of their derivatives.

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Synthesis of new 4, 5-disubstituted-6-methyl-2-(methylthio) pyrimidines via C-C coupling reactions

Cheldavi,

Bakherad,

Keivanloo

et al. 2024

Journal of Sulfur Chemistry

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Sonogashira coupling reactions: Synthesis of 4-substituted-6-methyl-2-(methylthio)pyrimidines catalyzed by Pd–Cu

Cited by 3 publications

References 26 publications

An Efficient Synthesis of New Pyrazole‐Linked Oxazoles via Sonogashira Coupling Reaction

An Efficient Synthesis of New Pyrazole‐Linked Oxazoles via Sonogashira Coupling Reaction

Recent Applications of the Sonogashira Reaction in the Synthesis of Drugs and Their Derivatives: A Review

Synthesis of new 4, 5-disubstituted-6-methyl-2-(methylthio) pyrimidines via C-C coupling reactions

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