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Whereas furfural and 5\u2010hydroxymethylfurfural are cornerstones of sustainable chemistry, 3\u2010acetamido\u20105\u2010acetyl furan (3A5AF), an <jats:italic>N<\/jats:italic>\u2010rich furan obtained from chitin biomass, remains unexplored, due to the poor reactivity of the acetyl group relative to previous furanic aldehydes. Here we developed a reactive 3\u2010acetamido\u20105\u2010furfuryl aldehyde (3A5F) and demonstrated the utility of this synthon as a source of bio\u2010derived nitrogen\u2010rich heteroaromatics, carbocycles, and as a bioconjugation reagent.<\/jats:p>","DOI":"10.1002\/anie.202304449","type":"journal-article","created":{"date-parts":[[2023,5,5]],"date-time":"2023-05-05T02:58:00Z","timestamp":1683255480000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["Unlocking the Potential of Bio\u2010Based Nitrogen\u2010Rich Furanic Platforms as Biomass Synthons"],"prefix":"10.1002","volume":"62","author":[{"given":"Rafael F. A.","family":"Gomes","sequence":"first","affiliation":[{"name":"Research Institute for Medicines (iMed.ULisboa) Faculty of Pharmacy Universidade de Lisboa  Av. Prof. Gama Pinto 1649-003 Lisbon Portugal"},{"name":"Yusuf Hamied Department of Chemistry University of Cambridge  CB2 1EW Cambridge UK"}]},{"given":"Bruno M. F.","family":"Gon\u00e7alves","sequence":"additional","affiliation":[{"name":"Research Institute for Medicines (iMed.ULisboa) Faculty of Pharmacy Universidade de Lisboa  Av. Prof. Gama Pinto 1649-003 Lisbon Portugal"}]},{"given":"K\u00e9ssia H. S.","family":"Andrade","sequence":"additional","affiliation":[{"name":"Research Institute for Medicines (iMed.ULisboa) Faculty of Pharmacy Universidade de Lisboa  Av. Prof. Gama Pinto 1649-003 Lisbon Portugal"}]},{"given":"B\u00e1rbara B.","family":"Sousa","sequence":"additional","affiliation":[{"name":"Instituto de Medicina Molecular, Jo\u00e3o Lobo Antunes, Faculdade de Medicina da Universidade de Lisboa  1649-028 Lisboa Portugal"}]},{"given":"Nuno","family":"Maulide","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry University of Vienna  1090 Vienna Austria"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6594-8917","authenticated-orcid":false,"given":"Gon\u00e7alo J. L.","family":"Bernardes","sequence":"additional","affiliation":[{"name":"Yusuf Hamied Department of Chemistry University of Cambridge  CB2 1EW Cambridge UK"},{"name":"Instituto de Medicina Molecular, Jo\u00e3o Lobo Antunes, Faculdade de Medicina da Universidade de Lisboa  1649-028 Lisboa Portugal"}]},{"given":"Carlos A. 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