Related Experiment Video
Updated: Aug 28, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Copper-catalyzed deacetonative Sonogashira coupling
Yury N Kotovshchikov1, Artem A Binyakovsky1, Gennadij V Latyshev1
1Chemistry Department, M. V. Lomonosov Moscow State University, Leninskiye Gory 1/3, Moscow 119991, Russia. kotovshchikov@org.chem.msu.ru.
Abstract:
A convenient Pd- and phosphine-free protocol for assembling internal alkynes from tertiary propargyl alcohols and (het)aryl halides has been developed. The proposed tandem approach includes the base-promoted retro-Favorskii fragmentation followed by Cu-catalyzed C(sp)-C(sp2) cross-coupling. The use of inexpensive reagents (e.g. a catalyst, additives, a base, and a solvent) and good functional group tolerance make the procedure practical and cost-effective. The synthetic utility of the method was demonstrated by a smooth alkynylation of vinyl iodides derived from natural steroidal hormones.
More Related Videos
08:56Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
Related Concept Videos
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
α-Hydroxy Ketones via Reductive Coupling of Esters: Acyloin Condensation Overview
Acid-Catalyzed Aldol Addition Reaction
Dehydration of Aldols to Enones: Acid-Catalyzed Aldol Condensation
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction