Related Experiment Video
Updated: Jun 16, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Synthesis of Stereodefined Enones from the Cross-Electrophile Coupling of Activated Acrylic Acids with Alkyl Bromides
Omar M Beleh1, Sileen Alomari1, Daniel J Weix1
1University of Wisconsin─Madison, Madison, Wisconsin 53706, United States.
Abstract:
We report a one-pot synthesis of (E)-trisubstituted enones from acrylic acids through the in situ generation of a 2-pyridyl ester and subsequent cross-electrophile coupling with a nickel catalyst under reducing conditions. The scope of trisubstituted enones is broad and compatible with functionality that can be challenging in established olefination techniques. We highlight conditions necessary to suppress undesired side reactions from the α,β-unsaturated carbonyl and improve cross-electrophile coupling approaches to prepare enones.
More Related Videos
09:58Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
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
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
Acid-Catalyzed Ring-Opening of Epoxides
α-Hydroxy Ketones via Reductive Coupling of Esters: Acyloin Condensation Overview
Dehydration of Aldols to Enones: Acid-Catalyzed Aldol Condensation