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A General Protocol for Robust Sonogashira Reactions in Micellar Medium

Parmentier, Michael and Gallou, Fabrice and Jakobi, Markus and Sparr, Christof (2019) A General Protocol for Robust Sonogashira Reactions in Micellar Medium. Helvetica chimica acta. ISSN 0018019X

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.

Item Type: Article
Date Deposited: 20 Mar 2019 00:45
Last Modified: 20 Mar 2019 00:45
URI: https://oak.novartis.com/id/eprint/38813

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