Related Experiment Video
Updated: Sep 24, 2025

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
Published on: March 6, 2019
Divergent reactivity of divinylsilanes toward sulfonamides in different oxidative systems
Mikhail Yu Moskalik1, Vera V Astakhova1, Bagrat A Shainyan1
1A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of Russian Academy of Sciences 664033 Irkutsk Russia bagrat@irioch.irk.ru.
Abstract:
Oxidative sulfonamidation of divinylsilanes with various sulfonamides in different solvents is reported. With t-BuOI as an oxidant, halogenation is the main process, whereas aziridines are the minor products. With NBS in CH2Cl2 the products of bromination or bromosulfonamidation were obtained, whereas in MeCN or THF the Ritter-type solvent interception products are formed. The obtained bromosulfonamidation products undergo base-induced cyclization to various heterocycles, including imidazolines, 1,4-oxazocanes, or Si,N-containing heterocycles of a new type, 1,3,5-diazasilinanes, in up to quantitative yield.
More Related Videos
10:42Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
05:16Author Spotlight: High-Throughput Measurement of Intracellular ROS Levels in Hepatocellular Lines
Published on: January 19, 2024
Related Concept Videos
Preparation and Reactions of Sulfides
Preparation and Reactions of Thiols
Amines to Sulfonamides: The Hinsberg Test
Generally, a primary amine reacts with the Hinsberg reagent to produce an N-substituted benzenesulfonamide. The electron-withdrawing...
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Phase I Reactions: Oxidation of Carbon-Heteroatom and Miscellaneous Systems
In carbon-nitrogen systems, aliphatic and aromatic amines can undergo oxidative reactions. Secondary and tertiary amines, like those found in tricyclic antidepressants, can undergo N-dealkylation, a process that involves the oxidation of the alkyl group. In addition, oxidative...
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide