Related Experiment Video
Updated: Feb 28, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Vicinal Difunctionalization of Alkenes through a Multicomponent Reaction with the Insertion of Sulfur Dioxide
Jun Zhang1, Yuanyuan An1, Jie Wu1,2
1Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. China.
Abstract:
A four-component reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, alkenes, and hydroxylamines under mild conditions is accomplished. No catalyst or additive is needed for the vicinal difunctionalization of alkenes with the insertion of sulfur dioxide. Not only DABCO⋅(SO2 )2 (DABCO=1,4-diazabicyclo[2.2.2]octane) but also potassium metabisulfite (K2 S2 O5 ) is effective in this transformation. The multicomponent reaction proceeds efficiently at room temperature with broad substrate scope, leading to the corresponding products in good yields.
More Related Videos
05:34Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
07:50Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Related Concept Videos
Preparation and Reactions of Sulfides
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Radical Anti-Markovnikov Addition to Alkenes: Mechanism
The mechanism starts with chain initiation, which involves two steps. In the first chain initiation step, a weak peroxide bond is homolytically cleaved upon mild heating to form two alkoxy radicals. In the second initiation step, a hydrogen atom is abstracted by the alkoxy...
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids