Related Experiment Video
Updated: Jun 19, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Benzisoselenazoles as Selenophenolate Anion Surrogates for the Formation of Carbon-Selenium Bonds via the Selena-Kemp
Alexandre Karnat1, Eric Fouquet1, Patrick Y Toullec1
1CNRS, Bordeaux INP, ISM, UMR 5255, University of Bordeaux, F-33400 Talence, France.
Abstract:
The in situ base-promoted generation of unstable selenophenolate anions from 1,2-benzisoselenazoles via a variant of the Kemp elimination has been developed. 2-Cyano-substituted selenophenolate anions obtained by this methodology were engaged in nucleophilic substitution, aromatic nucleophilic substitution, and Pd-catalyzed cross-coupling reactions to give functionalized arylalkyl and diaryl selenides in moderate to excellent yields.
Related Concept Videos
Preparation and Reactions of Sulfides
Electrophilic Aromatic Substitution: Sulfonation of Benzene
α-Alkylation of Ketones via Enolate Ions
Nucleophilic Aromatic Substitution: Elimination–Addition
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
