Related Experiment Video
Updated: May 24, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Visible light-mediated decarboxylative allylic alkylation of Morita-Baylis-Hillman acetates with unactivated
Hui Zhang1, Dan Yang1, Yu-Tong Mei1
1Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637002, China. danyangchem@mail.nankai.edu.cn.
Abstract:
Carboxylic acids are bench-stable and readily available chemical feedstocks that function as optimal and fundamental synthetic platforms for the construction of C(sp3)-C(sp3) bonds through decarboxylation processes. Herein, a visible light-induced and metal-free strategy for the direct decarboxylative allylic alkylation of Morita-Baylis-Hillman acetates with aliphatic acids was developed. The model delivered a series of trisubstituted alkenes in good to excellent yields. This protocol features broad substrate scope, and mild and redox-neutral conditions.
Related Concept Videos
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
The carbonyl center is...
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Loss of Carboxy Group as CO2: Decarboxylation of Malonic Acid Derivatives
Acid-Catalyzed Aldol Addition Reaction

