Related Experiment Video
Updated: Jul 12, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
One-Step Protocol for the Synthesis of Cyanoacrylates Promoted by Elemental Sulfur from p-Quinone Methides and
Yan Chen1, Kunpeng Wang1, Mengfan Li1
1School of Perfume and Aroma Technology, Shanghai Institute of Technology, Shanghai 201418, P. R. China.
Abstract:
Cyanoacrylates have a wide range of biological activities and are extensively applied in production and daily life. Classic synthetic routes to cyanoacrylates have many limitations. Herein, we demonstrate an elemental sulfur-promoted method for the synthesis of β,β-diaryl cyanoacrylates by a tandem 1,6-Michael addition/oxidation/elimination process from p-QMs and cyanoacetates under optimal conditions. The effective protocol has good substrate scopes and yields, and the ratio of inseparable E/Z isomers of cyanoacrylates is also determined by 1HNMR.
Related Concept Videos
Preparation and Reactions of Sulfides
Preparation of Nitriles
Preparation of Acid Anhydrides
The carboxylate ion acts as a nucleophile that attacks the carbonyl carbon of the acid chloride to form a tetrahedral intermediate. Subsequently, the re-formation of the carbonyl group with the loss of the chloride ion as a leaving group leads to the formation of an acid...
Aldehydes and Ketones with HCN: Cyanohydrin Formation Mechanism
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...
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...

