Related Experiment Video
Updated: Aug 19, 2025

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Progress in copper-catalysed/mediated intramolecular dehydrogenative coupling
Rasmi P Bhaskaran1, Kalinga H Nayak1, Mariswamy K Sreelekha1
1Department of Chemistry National Institute of Technology Karnataka Surathkal, Mangalore, India - 575025. pbbeneesh@nitk.edu.in.
Copper catalysts offer a green, cost-effective alternative for C-H functionalization. This review details copper-mediated intramolecular dehydrogenative coupling for efficient synthesis of complex molecular structures.
Area of Science:
- Organic Chemistry
- Catalysis
Background:
- Transition metal-catalyzed C-H functionalization is key for bond formation.
- Early methods relied on expensive metals; focus shifted to earth-abundant metals like copper.
- Copper catalysis presents a cost-effective, less toxic, and greener alternative.
Purpose of the Study:
- To comprehensively review copper-mediated intramolecular dehydrogenative coupling reactions.
- To highlight the synthesis of carbon-carbon and carbon-heteroatom bonds.
- To focus on copper's role in regioselective C-H activation.
Main Methods:
- Review of literature on copper-catalyzed intramolecular dehydrogenative coupling.
- Analysis of reactions involving C-H and heteroatom-H bond activation.
- Emphasis on reactions utilizing oxygen as the terminal oxidant.
Main Results:
- Copper catalysts enable regioselective activation of inert C-H bonds.
- Intramolecular dehydrogenative coupling efficiently produces complex polycyclic scaffolds.
- Oxygen is frequently employed as the terminal oxidant in these copper-catalyzed reactions.
Conclusions:
- Copper-based intramolecular dehydrogenative coupling is a powerful synthetic strategy.
- This approach offers a sustainable and efficient route to valuable molecular architectures.
- This review provides the first comprehensive account of copper-based intramolecular dehydrogenative coupling.
More Related Videos
Related Concept Videos
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
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.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
