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Related Concept Videos

Acid-Catalyzed Ring-Opening of Epoxides02:24

Acid-Catalyzed Ring-Opening of Epoxides

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Epoxides that are three-membered ring systems are more reactive than other cyclic and acyclic ethers. The high reactivity of epoxides originates from the strain present in the ring. This ring strain acts as a driving force for epoxides to undergo ring-opening reactions either with halogen acids or weak nucleophiles in the presence of mild acid. The acid catalyst converts the epoxide oxygen, a poor leaving group, into an oxonium ion, a better leaving group, making the reaction feasible. The...
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Base-Catalyzed Ring-Opening of Epoxides02:26

Base-Catalyzed Ring-Opening of Epoxides

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Due to their highly strained structures, epoxides can readily undergo ring-opening reactions through nucleophilic substitution, either in the presence of an acid or a base. The nucleophilic substitution reactions in the presence of acid are called acid-catalyzed ring-opening reactions, and nucleophilic substitution reactions in the presence of a base are called base-catalyzed ring-opening reactions. Epoxides undergo base-catalyzed ring-opening reactions in the presence of a strong nucleophile...
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Base-Catalyzed Aldol Addition Reaction01:08

Base-Catalyzed Aldol Addition Reaction

4.6K
As depicted in Figure 1, base-catalyzed aldol addition involves adding two carbonyl compounds in aqueous sodium hydroxide to form a β-hydroxy carbonyl compound.
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Acid-Catalyzed Dehydration of Alcohols to Alkenes02:35

Acid-Catalyzed Dehydration of Alcohols to Alkenes

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In a dehydration reaction, a hydroxyl group in an alcohol is eliminated along with the hydrogen from an adjacent carbon. Here, the products are an alkene and a molecule of water. Dehydration of alcohols is generally achieved by heating in the presence of an acid catalyst. While the dehydration of primary alcohols requires high temperatures and acid concentrations, secondary and tertiary alcohols can lose a water molecule under relatively mild conditions.
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Acid-Catalyzed Aldol Addition Reaction01:15

Acid-Catalyzed Aldol Addition Reaction

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The aldol reaction of a ketone under acidic conditions successfully forms an unsaturated carbonyl as the final product instead of an aldol. The acid-catalyzed aldol reaction is depicted in Figure 1.
3.3K
Acid-Catalyzed Hydration of Alkenes02:45

Acid-Catalyzed Hydration of Alkenes

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Alkenes react with water in the presence of an acid to form an alcohol. In the absence of acid, hydration of alkenes does not occur at a significant rate, and the acid is not consumed in the reaction. Therefore, alkene hydration is an acid-catalyzed reaction.
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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

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Copper Catalyzed C-H Activation.

M Lakshmi Kantam1,2, Chandrakanth Gadipelly1, Gunjan Deshmukh1

  • 1Department of Chemical Engineering, Institute of Chemical Technology, Mumbai -, 400019, India.

Chemical Record (New York, N.Y.)
|October 31, 2018
PubMed
Summary
This summary is machine-generated.

Direct C-H bond activation offers a greener alternative to traditional cross-coupling reactions. This study demonstrates copper-catalyzed synthesis of carbamates and ureas from simple organic molecules, reducing waste and cost.

Keywords:
C−H activationcouplingformamidenanoparticlesoxidative

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Area of Science:

  • Organic Chemistry
  • Catalysis
  • Sustainable Chemistry

Background:

  • Traditional cross-coupling reactions require pre-functionalization of reactants, adding steps and generating waste.
  • C-H activation offers a more direct and atom-economical approach to forming chemical bonds.
  • Developing efficient and inexpensive catalysts for C-H activation is crucial for sustainable synthesis.

Purpose of the Study:

  • To explore the C-H bond activation of small organic molecules using inexpensive copper catalysts.
  • To develop efficient synthetic routes for carbamates, ureas, amides, and lactams via C-H activation.
  • To showcase the application of recyclable copper catalysts and nanoparticles in cross-coupling reactions.

Main Methods:

  • Oxidative cross-coupling of formamides with β-dicarbonyls or phenols using copper catalysts to form carbamates.
  • Oxidative cross-coupling of formamides with amines using copper catalysts to synthesize urea derivatives.
  • Synthesis of amides, lactams, and ethers from carboxylic acids using recyclable CuO nanoparticles and HT-derived oxide catalysts.

Main Results:

  • Successful synthesis of phenyl carbamates in moderate to good yields via cross dehydrogenative coupling (CDC).
  • Preparation of unsymmetrical urea derivatives through oxidative cross-coupling of formamides and amines.
  • Efficient synthesis of N,N-dimethyl amides, γ-lactams, and α-acyloxy ethers using copper-based catalysts.

Conclusions:

  • C-H activation provides a streamlined and environmentally friendly alternative to conventional cross-coupling methods.
  • Copper catalysts, including recyclable nanoparticles, are effective for various C-H functionalization reactions.
  • This work highlights the potential of C-H activation in synthesizing valuable organic compounds with improved efficiency and sustainability.