Related Experiment Video
Updated: Aug 14, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Photocatalyzed Decarboxylative Addition of N-Substituted Acetic Acids to Aldehydes
Bo Jin1, Ariamala Gopalsamy1, Bo Peng1
1Medicinal Chemistry, Oncology R&D, AstraZeneca, Waltham, Massachusetts 02451, United States.
Abstract:
Herein, we report a photoredox-catalyzed decarboxylative addition of N-substituted acetic acids to aldehydes to generate secondary alcohols under mild reaction conditions. Protic solvents were found to be critical to the successful implementation of this methodology. This strategy enables the formation of a novel C-C bond between aldehydes and N-substituted acetic acid derivatives of weakly nucleophilic and medicinally relevant heteroaryls such as indoles, pyrroles, indazoles, and azaindoles.
Related Concept Videos
Acid-Catalyzed Aldol Addition Reaction
Aldehydes and Ketones with Alcohols: Hemiacetal Formation
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
Base-Catalyzed Aldol Addition Reaction
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
The carbonyl center is...
Nucleophilic Acyl Substitution of Carboxylic Acid Derivatives

