Affiliation:
1. Molecular Discovery and Innovation H. Lundbeck A/S Ottiliavej 9 2500 Valby Denmark
2. Department of Drug Design and Pharmacology Faculty of Health and Medical Sciences University of Copenhagen Universitetsparken 2 2100 Copenhagen Denmark
3. Department of Chemistry Technical University of Denmark 2800 Kgs. Lyngby Denmark
Abstract
AbstractHerein we report on the decarboxylative alkenylation between alkyl carboxylic acids and enol triflates. The reaction is mediated by a dual catalytic nickel and iridium system, operating under visible light irradiation. Two competing catalytic pathways, from the excited state iridium photocatalyst, are identified. One is energy transfer from the excited state, resulting in formation of an undesired enol ester. The desired pathway involves electron transfer, resulting in decarboxylation to ultimately give the target product. The use of a highly oxidizing iridium photocatalyst is essential to control the reactivity. A diverse array of enol triflates and alkyl carboxylic acids are investigated, providing both scope and limitations of the presented methodology.
Subject
General Chemistry,Catalysis,Organic Chemistry
Cited by
1 articles.
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