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A General Protocol for Robust Sonogashira Reactions in Micellar Medium

Date Issued
2019-01-01
Author(s)
Jakobi, Markus  
Gallou, Fabrice
Sparr, Christof  
Parmentier, Michael
DOI
10.1002/hlca.201900024
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.
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