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      Recent Advances on Diels‐Alder‐Driven Preparation of Bio‐Based Aromatics

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          Abstract

          The preparation of high value‐added chemicals from renewable resources is a crucial approach towards a sustainable economy. One prominent alternative to the production of petroleum‐based chemicals from fossil resources is through the sequential Diels‐Alder/aromatization reactions of biomass‐derived furan platforms. This Concept is focused on the recent boom in bio‐based furan DA strategies for aromatization of bio‐based platform chemicals, particularly that of furfurals, ranging from indirect use and activation strategies to recent examples of direct DA reaction of these electron‐withdrawing biomass‐derived furans.

          Abstract

          Ta‐DA! The Diels‐Alder (DA) reaction of electron‐rich furans with electron‐poor alkenes has been a benchmark for the preparation of complex scaffolds such as 7‐oxanorbornenes. Recently this technology has been used to prepare aromatics from bio‐based furanic platforms. The recently described direct DA reaction of bio‐based furfurals expands the scope of bioaromatic preparation to afford key biomass derivatives.

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          Author and article information

          Contributors
          rafael.gomes@campus.ul.pt
          Journal
          ChemSusChem
          ChemSusChem
          10.1002/(ISSN)1864-564X
          CSSC
          Chemsuschem
          John Wiley and Sons Inc. (Hoboken )
          1864-5631
          1864-564X
          22 June 2021
          09 August 2021
          : 14
          : 15 ( doiID: 10.1002/cssc.v14.15 )
          : 3047-3053
          Affiliations
          [ 1 ] Research Institute for Medicines (iMed.ULisboa) Faculty of Pharmacy University of Lisbon Avenida Professor Gama Pinto 1649-003 Lisbon Portugal
          Author information
          http://orcid.org/0000-0002-2598-8540
          Article
          CSSC202100813
          10.1002/cssc.202100813
          8453924
          34058082
          bd85db90-efe9-49de-ab37-119a0b19eb90
          © 2021 The Authors. ChemSusChem published by Wiley-VCH GmbH

          This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.

          History
          : 21 May 2021
          : 20 April 2021
          Page count
          Figures: 10, Tables: 0, References: 128, Pages: 7, Words: 0
          Funding
          Funded by: Fundação para a Ciência e a Tecnologia
          Award ID: SFRH/BD/120829/2016
          Award ID: PTDC/QUI-QOR/32008/2017
          Award ID: UIDB/04138/2020
          Award ID: UIDP/04138/2020
          Funded by: COMPETE Program
          Award ID: SAICTPAC/0019/2015
          Funded by: European Union's Horizon 2020 research and innovation program
          Award ID: 951996
          Categories
          Concept
          Concepts
          Custom metadata
          2.0
          August 9, 2021
          Converter:WILEY_ML3GV2_TO_JATSPMC version:6.0.7 mode:remove_FC converted:21.09.2021

          Sustainable & Green chemistry
          aromatics,biomass,diels-alder reaction,oxygen heterocycles,renewable
          Sustainable & Green chemistry
          aromatics, biomass, diels-alder reaction, oxygen heterocycles, renewable

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