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A Robust Pd-Catalyzed C-S Cross-Coupling Process Enabled by Ball-Milling

Andrew C. Jones, William I. Nicholson, Harry R. Smallman and Duncan L. Browne*

*School of Pharmacy, UCL, 29-39 Brunswick Square, London WC1X 1AX, U.K., Email: Duncan.Browneucl.ac.uk

A. C. Jones, W. I. Nicholson, H. R. Smallman, D. L. Browne, Org. Lett., 2020, 22, 7433-7438.

DOI: 10.1021/acs.orglett.0c02418 (free Supporting Information)


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Abstract

An operationally simple mechanochemical C-S coupling of aryl halides with thiols operates under benchtop conditions without the requirement for a (dry) solvent, an inert atmosphere, or catalyst preactivation. The reaction is finished within 3 h. The inclusion of zinc metal has been found to be critical for the coupling of alkyl thiols.

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catalyst



Key Words

diaryl sulfides


ID: J54-Y2020