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A General Protocol for Robust Sonogashira Reactions in Micellar Medium

Jakobi, Markus and Gallou, Fabrice and Sparr, Christof and Parmentier, Michael. (2019) A General Protocol for Robust Sonogashira Reactions in Micellar Medium. Helvetica Chimica Acta, 102 (3). e1900024.

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Official URL: https://edoc.unibas.ch/74204/

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Abstract

A robust and general protocol for a sustainable copper‐free Sonogashira cross coupling under micellar aqueous reaction conditions with high turnover was developed. By using the commercially available catalyst CataCXium A Pd G3 and THF as co‐solvent, various alkyne substrates were efficiently cross‐coupled with a broad range of aryl halides, providing improved yields and low catalyst loadings. The reaction parameters were optimized to render the process operationally simple, robust and scalable. The method gives access to alkynylated arenes, heterocyclic compounds, and monofunctionalized products from dihalogenated substrates with an improved selectivity achieved by the micellar aqueous reaction conditions.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Organische Chemie (Sparr)
UniBasel Contributors:Sparr, Christof and Jakobi, Markus
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Wiley
ISSN:0018-019X
e-ISSN:1522-2675
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
Last Modified:01 Jul 2020 12:49
Deposited On:21 Jan 2020 14:05

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