Related Experiment Video
Updated: Aug 25, 2025

Achieving Moderate Pressures in Sealed Vessels Using Dry Ice As a Solid CO2 Source
Published on: August 17, 2018
Nickel-Catalyzed Site-Selective Intermolecular C(sp3 )-H Amidation
Jinhong Chen1,2, Hao Wang1,2, Craig S Day1,2
1Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain.
Researchers developed a nickel-catalyzed method for site-selective amidation of C(sp3)-H bonds. This approach efficiently introduces amide groups near nitrogen or oxygen atoms in various molecular structures.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- C(sp3)-H bond functionalization is crucial for molecule synthesis.
- Existing methods for C(sp3)-H amidation often lack site-selectivity or require harsh conditions.
- Developing selective and mild methods for incorporating amide functionalities remains a challenge.
Purpose of the Study:
- To report a novel nickel-catalyzed intermolecular amidation of saturated C(sp3)-H bonds.
- To achieve site-selective functionalization adjacent to heteroatoms (N, O).
- To offer a complementary approach to existing C-H activation and C-N bond-forming reactions.
Main Methods:
- Nickel-catalyzed reaction.
- Intermolecular amidation.
- Focus on saturated C(sp3)-H bonds adjacent to N or O atoms.
Main Results:
- Successful site-selective amidation of C(sp3)-H bonds was achieved.
- The protocol demonstrated predictable reactivity patterns.
- Amide groups were incorporated into cyclic and acyclic frameworks near nitrogen and oxygen.
Conclusions:
- A mild and site-selective nickel-catalyzed amidation of C(sp3)-H bonds has been established.
- This method provides a valuable tool for incorporating amide functionalities.
- The protocol complements existing strategies for C(sp3)-H functionalization and C-N bond formation.
More Related Videos
06:46Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
Related Concept Videos
Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
Nucleophilic Aromatic Substitution: Elimination–Addition
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...
Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)
The reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between...
Electrophilic Aromatic Substitution: Nitration of Benzene
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration