Related Experiment Video

Updated: Oct 26, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
12:27

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

Published on: September 8, 2013

11.0K

Ni-Catalyzed Reductive Arylcyanation of Alkenes

Hengxu Li, Jiachang Chen, Jueqi Dong

    Organic Letters
    |August 3, 2021
    PubMed

    More Related Videos

    A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones07:30

    A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

    Published on: January 21, 2020

    8.3K
    Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate06:46

    Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

    Published on: June 21, 2017

    7.6K

    Related Concept Videos

    Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

    Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

    Introduction
    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.
    8.3K
    Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

    Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

    Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
    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...
    3.6K
    Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction01:22

    Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

    The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
    2.0K
    Reduction of Alkenes: Catalytic Hydrogenation02:13

    Reduction of Alkenes: Catalytic Hydrogenation

    Alkenes undergo reduction by the addition of molecular hydrogen to give alkanes. Because the process generally occurs in the presence of a transition-metal catalyst, the reaction is called catalytic hydrogenation.
    Metals like palladium, platinum, and nickel are commonly used in their solid forms — fine powder on an inert surface. As these catalysts remain insoluble in the reaction mixture, they are referred to as heterogeneous catalysts.
    The hydrogenation process takes place on the...
    12.9K
    Nitriles to Amines: LiAlH4 Reduction00:55

    Nitriles to Amines: LiAlH4 Reduction

    Nitriles are reduced to amines in the presence of strong reducing agents like lithium aluminum hydride through a typical nucleophilic acyl substitution. The reaction requires two equivalents of the reducing agent. The reducing agent acts as a source of hydride ions.
    As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...
    4.0K
    Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview01:32

    Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview

    Cyanohydrins are compounds that contain –CN and –OH groups on the same carbon atom. They are formed by the nucleophilic addition of the cyanide ions to the carbonyl group. Cyanide ions are highly basic and nucleophilic and can be generated from HCN under aqueous conditions. However, since HCN is a weak acid, the number of cyanide ions generated is very small. Hence, a small amount of base or KCN/NaCN is added to HCN to increase the concentration of the cyanide ions in the reaction...
    3.4K