Work

On the Valorisation of Chitin‐Derived Furans by Milling

Year: 2024

Type: article

Abstract: 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.

Source: ChemSusChem

DOI: 10.1002/cssc.202401584

Authors: Renan Rodini Mattioli, Camila Souza Santos, Bruna Butke de Souza, Pedro Dominguez Branco, Robert R. A. Bolt, Sarah E. Raby‐Buck, Tadeu Luiz Gomes Cabral, Claudio F. Tormena, Duncan L. Browne, Julio C. Pastre

Institutions: Universidade Estadual de Campinas (UNICAMP), UCL School of Pharmacy, University College London

Language: English

Topic: Catalysis for Biomass Conversion

Subfield: Biomedical Engineering

Field: Engineering

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,330

Funders: Fundação de Amparo à Pesquisa do Estado de São Paulo, Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Conselho Nacional de Desenvolvimento Científico e Tecnológico

Awards: G121811674, G1383389089, G1859399827, G2228992237, G2683029171, G295657101, Nuclear magnetic resonance spectroscopy: from pulse sequences to structural assignments, G5815005107, G6438247056, G6633662767, Enabling technologies for the sustainable chemical synthesis of platform molecules, new chemicals and bioactive compounds, G941535195

OpenAlex ID: W4402309303

FWCI: 0.743

Cites: 51

Cited by: 7

Related to: 10