Agradecimentos: The authors gratefully acknowledge financial support from the São Paulo Research Foundation – FAPESP (CSS, 2022/00774-5; RRM, 2019/26450-9 and 2022/03872-8; JCP, 2021/06661-5), the Brazilian National Council for Scientific and Technological Development – CNPq (JSB, 120853/2022–1; JCP, 308540/2021- 2), and the Coordination for the Improvement of Higher Education Personnel – CAPES (RRM, Finance Code 001) Ver menos

Abstract: The application of biomass-derived furans in sequential Diels-Alder (DA)/aromatization reactions is a promising approach for the preparation of aromatic compounds with different substitution patterns. In this work, we addressed the challenge of using chitin-derived furans, 3-acetamido-5-ethylfuran (3A5EF) and 3-Acetamido-5-(1-hydroxyethyl) furan (3A5HF), for the formation of 4-Acetylaminophthalimides and other N-containing aromatic compounds. The transformation is carried out sequentially and involves the formation of the DA adduct, 7-oxa-norbornene, which in an acid/acetylating medium undergoes a dehydration/aromatization reaction, providing the compounds in yields ranging from 16-80%. To the best of our knowledge, this is the first report involving a chitin derivative for the formation of 4-Acetylaminophthalimides, which is the first step towards expanding the toolbox of chitin-derived furans in the synthesis of nitrogenated aromatic compounds with the nitrogen atom directly attached to the benzene ring Ver menos