Related Experiment Video
Updated: May 14, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Dichloromethane as a C1 Synthon for Copper-Catalyzed Dual Functionalization of Olefins
Wangqin Ji1, Ying-Ying Wei1, Jiyuan Zhou1
1Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education, Anhui Provincial Key Laboratory of Synthetic Chemistry and Applications, School of Chemistry and Chemical Engineering, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
Abstract:
A novel copper-catalyzed difunctionalization of alkenes with dichloromethane as a C1 synthon has been established. This method efficiently constructs C-C bonds via concomitant methylene insertion and chloroalkyl functionalization, providing a direct and modular approach for the synthesis of noncyclic alkyl chloride products using simple and readily available starting materials. The practicability of this new approach has been successfully applied at the gram scale. Moreover, this methodology extends to the synthesis of deuterium-labeling alkyl chloride products, highlighting its potential for isotopic labeling and its versatility in organic synthesis and drug discovery.
More Related Videos
Related Concept Videos
Halogenation of Alkenes
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
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.
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
Preparation and Reactions of Sulfides
Acid Halides to Ketones: Gilman Reagent
As shown below, the mechanism proceeds in two steps. First, one of the alkyl groups of the reagent acts as a nucleophile and attacks the acyl carbon of the acid chloride to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen double...

![[(DPEPhos)(bcp)Cu]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)