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Dimethylisosorbide (DMI) as a Bio-Derived Solvent for Pd-Catalyzed Cross-Coupling Reactions

Kirsty L. Wilson, Jane Murray, Helen F. Sneddon, Craig Jamieson, Allan J. B. Watson*

*EastChem, School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, UK, Email: aw260st-andrews.ac.uk

K. L. Wilson, J. Murray, H. F. Sneddon, C. Jamieson, A. J. B. Watson, Synlett, 2018, 29, 2293-2297.

DOI: 10.1055/s-0037-1611054 (free Supporting Information)



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Abstract

Palladium-catalyzed bond-forming reactions are some of the most broadly utilized reactions within the chemical industry. These reactions frequently employ hazardous solvents. Dimethyl isosorbide (DMI) as a bio-derived solvent can be used for several benchmark Pd-catalyzed reactions: Suzuki-Miyaura (13 examples, 62-100% yield), Mizoroki-Heck (13 examples, 47-91% yield), and Sonogashira (12 examples, 65-98% yield).

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Key Words

cross-coupling, Sonogashira coupling, green chemistry, palladium, solvents


ID: J72-Y2018