2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

Authors

  • Dr. Vittorio Pace,

    Corresponding author
    1. Department of Organic and Pharmaceutical Chemistry, Complutense University, Pza. Ramón y Cajal s/n, 28040 Madrid (Spain), Fax: (+34) 913941822
    2. Department of Drug and Natural Product Synthesis, University of Vienna, Althanstrasse 14, 1090 Vienna (Austria)
    • Department of Organic and Pharmaceutical Chemistry, Complutense University, Pza. Ramón y Cajal s/n, 28040 Madrid (Spain), Fax: (+34) 913941822
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  • Dr. Pilar Hoyos,

    1. Department of Organic and Pharmaceutical Chemistry, Complutense University, Pza. Ramón y Cajal s/n, 28040 Madrid (Spain), Fax: (+34) 913941822
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  • Laura Castoldi,

    1. Department of Pharmaceutical Chemistry, University of Pavia, Viale Taramelli 12, 27100 Pavia (Italy)
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  • Dr. Pablo Domínguez de María,

    Corresponding author
    1. Institut für Technische und Makromolekulare Chemie (ITMC), RWTH Aachen University, Worringerweg 1, 52074 Aachen (Germany), Fax: (+49) 2418022177
    • Institut für Technische und Makromolekulare Chemie (ITMC), RWTH Aachen University, Worringerweg 1, 52074 Aachen (Germany), Fax: (+49) 2418022177
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  • Prof. Dr. Andrés R. Alcántara

    Corresponding author
    1. Department of Organic and Pharmaceutical Chemistry, Complutense University, Pza. Ramón y Cajal s/n, 28040 Madrid (Spain), Fax: (+34) 913941822
    • Department of Organic and Pharmaceutical Chemistry, Complutense University, Pza. Ramón y Cajal s/n, 28040 Madrid (Spain), Fax: (+34) 913941822
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Abstract

2-Methyl-tetrahydrofuran (2-MeTHF) can be derived from renewable resources (e.g., furfural or levulinic acid) and is a promising alternative solvent in the search for environmentally benign synthesis strategies. Its physical and chemical properties, such as its low miscibility with water, boiling point, remarkable stability compared to other cyclic-based solvents such as THF, and others make it appealing for applications in syntheses involving organometallics, organocatalysis, and biotransformations or for processing lignocellulosic materials. Interestingly, a significant number of industries have also started to assess 2-MeTHF in several synthetic procedures, often with excellent results and prospects. Likewise, preliminary toxicology assessments suggest that the use of 2-MeTHF might even be extended to more processes in pharmaceutical chemistry. This Minireview describes the properties of 2-MeTHF, the state-of-the-art of its use in synthesis, and covers several outstanding examples of its application from both industry and academia.

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