TY  - JOUR
JF  - ChemSusChem
A1  - Mattioli, Renan Rodini
A1  - Santos, Camila Souza
A1  - de Souza, Bruna Butke
A1  - Branco, Pedro Dominguez
A1  - Bolt, Robert RA
A1  - Raby-Buck, Sarah E
A1  - Cabral, Tadeu Luiz Gomes
A1  - Tormena, Claudio F
A1  - Browne, Duncan L
A1  - Pastre, Julio C
KW  - Diels-Alder
KW  -  Hydrazone
KW  -  Aromatics
KW  -  Chitin
KW  -  Mechanochemistry
N2  - Chitin-derived furans offer a sustainable alternative feedstock for nitrogen appended aromatic compounds. Herein, we address the challenge of using chitin-derived furans, 3-acetamido-5-acetylfuran (3A5AF) and 3-acetamido-5-furfural aldehyde (3A5F), to favour the formation of exo Diels?Alder adducts and 4-acetylaminophthalimides respectively, using a mechanochemical ball-milling technique. Mechanochemical activation is explored through the synthesis of 7-oxa-norbornene backbones with novel substitution pattern from 3A5AF in yields up to 77 % and improved exo:endo selectivity compared to solution-phase reactions. The synthesis of 4-acetylaminophthalimides from 3A5F in yields up to 79 % is also showcased from hydrazone derivatives.
ID  - discovery10204780
PB  - WILEY-V C H VERLAG GMBH
UR  - https://doi.org/10.1002/cssc.202401584
IS  - 3
N1  - © 2024 The Authors. ChemSusChem published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/).
TI  - On the Valorisation of Chitin-Derived Furans by Milling
Y1  - 2025/02//
AV  - public
VL  - 18
EP  - 6
ER  -