Literature DB >> 22887922

2-Methyltetrahydrofuran (2-MeTHF): a biomass-derived solvent with broad application in organic chemistry.

Vittorio Pace1, Pilar Hoyos, Laura Castoldi, Pablo Domínguez de María, Andrés R Alcántara.   

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.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22887922     DOI: 10.1002/cssc.201100780

Source DB:  PubMed          Journal:  ChemSusChem        ISSN: 1864-5631            Impact factor:   8.928


  37 in total

1.  Sustainable catalytic rearrangement of terpene-derived epoxides: towards bio-based biscarbonyl monomers.

Authors:  P S Löser; P Rauthe; M A R Meier; A Llevot
Journal:  Philos Trans A Math Phys Eng Sci       Date:  2020-07-06       Impact factor: 4.226

Review 2.  Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives.

Authors:  Andrew Jordan; Callum G J Hall; Lee R Thorp; Helen F Sneddon
Journal:  Chem Rev       Date:  2022-02-24       Impact factor: 72.087

3.  Bright Side of Lignin Depolymerization: Toward New Platform Chemicals.

Authors:  Zhuohua Sun; Bálint Fridrich; Alessandra de Santi; Saravanakumar Elangovan; Katalin Barta
Journal:  Chem Rev       Date:  2018-01-16       Impact factor: 60.622

Review 4.  Opportunities for Bio-Based Solvents Created as Petrochemical and Fuel Products Transition towards Renewable Resources.

Authors:  James H Clark; Thomas J Farmer; Andrew J Hunt; James Sherwood
Journal:  Int J Mol Sci       Date:  2015-07-28       Impact factor: 5.923

5.  Alternative bio-based solvents for extraction of fat and oils: solubility prediction, global yield, extraction kinetics, chemical composition and cost of manufacturing.

Authors:  Anne-Gaëlle Sicaire; Maryline Vian; Frédéric Fine; Florent Joffre; Patrick Carré; Sylvain Tostain; Farid Chemat
Journal:  Int J Mol Sci       Date:  2015-04-15       Impact factor: 5.923

6.  Highly efficient and enzymatic regioselective undecylenoylation of gastrodin in 2-methyltetrahydrofuran-containing systems.

Authors:  Rongling Yang; Xueming Liu; Zhiyi Chen; Chunying Yang; Yaosheng Lin; Siyuan Wang
Journal:  PLoS One       Date:  2014-10-16       Impact factor: 3.240

7.  High performing and stable supported nano-alloys for the catalytic hydrogenation of levulinic acid to γ-valerolactone.

Authors:  Wenhao Luo; Meenakshisundaram Sankar; Andrew M Beale; Qian He; Christopher J Kiely; Pieter C A Bruijnincx; Bert M Weckhuysen
Journal:  Nat Commun       Date:  2015-03-17       Impact factor: 14.919

Review 8.  Solvents and sustainable chemistry.

Authors:  Tom Welton
Journal:  Proc Math Phys Eng Sci       Date:  2015-11-08       Impact factor: 2.704

9.  Nickel-Catalyzed Amination of Aryl Chlorides and Sulfamates in 2-Methyl-THF.

Authors:  Noah F Fine Nathel; Junyong Kim; Liana Hie; Xingyu Jiang; Neil K Garg
Journal:  ACS Catal       Date:  2014-08-20       Impact factor: 13.084

Review 10.  On the (Un)greenness of Biocatalysis: Some Challenging Figures and Some Promising Options.

Authors:  Pablo Domínguez de María; Frank Hollmann
Journal:  Front Microbiol       Date:  2015-11-12       Impact factor: 5.640

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