Related Experiment Video
Updated: Jun 17, 2026

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
Oxidative C5-H amination of imidazo[1,2-a]pyrimidines via iodine catalysis
Frenki Mahato1, Alakananda Hajra1
1Department of Chemistry, Visva-Bharati (A Central University), Santiniketan, 731235, West Bengal, India. alakananda.hajra@visva-bharati.ac.in.
Abstract:
An iodine-catalyzed oxidative C-H amination of imidazo[1,2-a]pyrimidine at its C5 position with secondary cyclic amines using tert-butyl hydroperoxide as an oxidant under an open atmosphere at 60 °C has been accomplished. This simple protocol features metal-free reaction conditions, operational simplicity, and a broad substrate scope with high tolerance for various functional groups. Mechanistic studies suggest an ionic pathway for the regioselective amination reaction, proceeding through in situ formation of an active N-iodoamine intermediate.
More Related Videos
06:34Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
12:27Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Related Concept Videos
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Preparation of Amines: Reductive Amination of Aldehydes and Ketones
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Aldehydes and Ketones with Amines: Imine Formation Mechanism
Imines are formed under mildly acidic conditions. A pH of 4.5 is ideal for the reaction.
If the pH is low or the solution is too acidic, the reaction slows down in the...
Preparation of Amines: Reduction of Oximes and Nitro Compounds
Though catalytic hydrogenation can reduce nitrobenzenes, the reduction is nonselective in the presence of other functional groups. For instance, if nitrobenzene contains an aldehyde group,...
Preparation of Amides
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...