Biocatalytic synthesis of oxa(thia)diazole aryl thioethers.

Aryl thioether Biocatalyst Enzyme Laccase Oxa(thia)diazole

Journal

Scientific reports
ISSN: 2045-2322
Titre abrégé: Sci Rep
Pays: England
ID NLM: 101563288

Informations de publication

Date de publication:
22 Aug 2024
Historique:
received: 17 06 2024
accepted: 14 08 2024
medline: 23 8 2024
pubmed: 23 8 2024
entrez: 22 8 2024
Statut: epublish

Résumé

A novel approach for the synthesis of 1,3,4-oxa(thia)diazole aryl thioethers through a biocatalytic strategy has been introduced. By leveraging Myceliophthora thermophila laccase (Novozym 51003) as a catalyst, catechol undergoes oxidation to ortho-quinone, facilitating subsequent 1,4-thia-Michael addition reactions. The method offers efficiency and mild reaction conditions, demonstrating promise for sustainable synthesis pathways in organic chemistry. Using this approach, 13 new derivatives of 2,5-disubstituted-1,3,4-oxa(thia)diazole aryl thioethers, with a yield of 46-94%, were synthesized.

Identifiants

pubmed: 39174618
doi: 10.1038/s41598-024-70239-3
pii: 10.1038/s41598-024-70239-3
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

19468

Informations de copyright

© 2024. The Author(s).

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Auteurs

Donya Mottaghi Amlashi (D)

Department of Organic Chemistry, Shahid Beheshti University, Daneshjou Boulevard, Tehran, 1983969411, Iran.

Sepideh Mobini (S)

Department of Organic Chemistry, Shahid Beheshti University, Daneshjou Boulevard, Tehran, 1983969411, Iran.

Mansour Shahedi (M)

Department of Organic Chemistry, Shahid Beheshti University, Daneshjou Boulevard, Tehran, 1983969411, Iran.

Zohreh Habibi (Z)

Department of Organic Chemistry, Shahid Beheshti University, Daneshjou Boulevard, Tehran, 1983969411, Iran. z_habibi@sbu.ac.ir.

Hossein Bavandi (H)

Department of Organic Chemistry, Shahid Beheshti University, Daneshjou Boulevard, Tehran, 1983969411, Iran.

Maryam Yousefi (M)

Avicenna Research Institute, Nanobiotechnology Research Center, ACECR, Tehran, Iran. m.yousefi@avicenna.ac.ir.

Classifications MeSH