Dimethylisosorbide (DMI) as a bio-derived solvent for Pd-catalyzed cross-coupling reactions

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

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

Palladium-catalyzed bond forming reactions, such as the SuzukiMiyaura and Mizoroki-Heck reactions, are some of the most broadly utilized reactions within the chemical industry. These reactions frequently employ hazardous solvents; however, to adhere to increasing sustainability pressures and restrictions regarding the use of such solvents, alternatives are highly sought after. Here we demonstrate the utility of dimethyl isosorbide (DMI) as a bio-derived solvent in several benchmark Pd-catalysed reactions: Suzuki– Miyaura (13 examples, 62–100% yield), Mizoroki–Heck (13 examples, 47– 91% yield), and Sonogashira (12 examples, 65–98% yield).
Original languageEnglish
Pages (from-to)2293-2297
Number of pages5
JournalSynlett
Volume29
Issue number17
Early online date28 Sept 2018
DOIs
Publication statusPublished - Oct 2018

Keywords

  • Cross-coupling
  • Green chemistry
  • Palladium
  • Solvents

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