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Catalytic synthesis of renewable phenol derivatives from biobased furanic derivatives.

ABSTRACT: Here, we study a sequence Diels-Alder/aromatization reaction between biobased furanic derivatives and alkynes, paving the way to renewable phenols. Guided by DFT calculations, we revealed that, in the case of dimethylfuran, the methyl group can migrate during the aromatization step, making this substrate also eligible to access renewable phenols. This reaction has been then successfully transposed to furfural and furfuryl alcohol, allowing molecular diversity and complexity to be created on phenol ring starting from two cheap biobased furanic derivatives available on large scale.

SUBMITTER: Ratier A

PROVIDER: S-EPMC10578459 | biostudies-literature | 2023 Oct

REPOSITORIES: biostudies-literature

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Catalytic synthesis of renewable phenol derivatives from biobased furanic derivatives.

Ratier Adrien A Moulandou-Koumba Richail D RD Anizan Mélanie M Behloul Sarah S Guegan Fréderic F Frapper Gilles G Remaury Quentin Blancart QB De Oliveira Vigier Karine K Zheng Jianxia J Jérôme François F

RSC advances 20231016 43

Here, we study a sequence Diels-Alder/aromatization reaction between biobased furanic derivatives and alkynes, paving the way to renewable phenols. Guided by DFT calculations, we revealed that, in the case of dimethylfuran, the methyl group can migrate during the aromatization step, making this substrate also eligible to access renewable phenols. This reaction has been then successfully transposed to furfural and furfuryl alcohol, allowing molecular diversity and complexity to be created on phen ...[more]

PMID: 37849695

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