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Related Concept Videos

Nucleophilic Aromatic Substitution: Elimination–Addition01:11

Nucleophilic Aromatic Substitution: Elimination–Addition

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Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is...
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Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

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Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists...
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Acidity of 1-Alkynes02:42

Acidity of 1-Alkynes

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The acidic strength of hydrocarbons follows the order: Alkynes > Alkenes > Alkanes. The strength of an acid is commonly expressed in units of pKa — the lower the pKa, the stronger the acid. Among the hydrocarbons, terminal alkynes have lower pKa values and are, therefore, more acidic. For example, the pKa values for ethane, ethene, and acetylene are 51, 44, and 25, respectively, as shown here.
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Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction01:22

Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

1.9K
The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
1.9K
Preparation of Alkynes: Alkylation Reaction02:27

Preparation of Alkynes: Alkylation Reaction

10.0K
Introduction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
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Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

7.7K
Introduction
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
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  11. Catalyst- And Base-free Synthesis Of Pyridine-fused Uracils From 6-methyluracils, Aldehydes, And Ammonium Iodide Via A One-pot Multicomponent Reaction.
  1. Home
  3. Research Domains
  5. Chemical Sciences
  7. Inorganic Chemistry
  9. Organometallic Chemistry
  11. Catalyst- And Base-free Synthesis Of Pyridine-fused Uracils From 6-methyluracils, Aldehydes, And Ammonium Iodide Via A One-pot Multicomponent Reaction.

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[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
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[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst

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Catalyst- and Base-Free Synthesis of Pyridine-Fused Uracils from 6-Methyluracils, Aldehydes, and Ammonium Iodide via a One-Pot Multicomponent Reaction.

Jiaoling Li1, Kang Liu1, Sichen Xu1

  • 1School of Pharmaceutical Science, Hengyang Medical School, University of South China, Hengyang 421001, People's Republic of China.

Organic Letters
|June 14, 2025

View abstract on PubMed

Summary
This summary is machine-generated.

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A new method efficiently creates pyridine-fused uracils using readily available starting materials. This environmentally friendly approach offers high yields and broad applicability without needing extra catalysts.

Area of Science:

  • Organic Chemistry
  • Synthetic Chemistry
  • Medicinal Chemistry

Background:

  • Uracil derivatives are important scaffolds in medicinal chemistry.
  • Efficient synthesis of complex heterocyclic compounds remains a challenge.
  • Development of sustainable synthetic methodologies is crucial.

Purpose of the Study:

  • To develop a novel multicomponent reaction for pyridine-fused uracils.
  • To utilize an environmentally friendly nitrogen source.
  • To achieve high efficiency and yield in the synthesis.

Main Methods:

  • A one-pot multicomponent reaction involving 6-methyluracils, aldehydes, and ammonium iodide.
  • Ammonium iodide used as a green nitrogen source.
  • Reaction conditions optimized for yield and purity, without additional catalysts or bases.

Main Results:

  • Successful and efficient formation of various pyridine-fused uracils.
  • Excellent yields and high atom economy achieved.
  • Broad functional group tolerance demonstrated.

Conclusions:

  • A novel, efficient, and sustainable multicomponent strategy for pyridine-fused uracils is established.
  • The developed protocol offers a practical and green alternative for synthesizing these valuable compounds.
  • The method's compatibility with diverse functional groups enhances its utility in drug discovery and development.