Enzymatic and convenient synthesis of polyhydroxyalkyl pyrroles from unprotected sugars, benzoylacetonitriles, and NH4OAc/Benzylamines in water

•Enzymatic synthesis of functionalized pyrroles in water is reported for the first time.•Metal catalysts and conventional column chromatography were not required.•Excellent yields of the products were obtained with good functional group tolerance. A lipase-catalyzed, mild and environmentally friendl...

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Bibliographic Details
Published in:Molecular catalysis 2025-02, Vol.572, p.114725, Article 114725
Main Authors: Ma, Jinglin, Li, Fengxi, Xie, Hanqing, Wang, Chunyu, Shi, Wenhan, Wang, Lei, Chen, Peng, Wang, Zhi
Format: Article
Language:English
Subjects:
Benzoylacetonitriles
Convenient Synthesis
Lipase
Pyrroles
Unprotected sugars
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Summary:•Enzymatic synthesis of functionalized pyrroles in water is reported for the first time.•Metal catalysts and conventional column chromatography were not required.•Excellent yields of the products were obtained with good functional group tolerance. A lipase-catalyzed, mild and environmentally friendly synthesis of polyhydroxyalkyl pyrroles from various unprotected sugars, benzoylacetonitriles and NH4OAc/benzylamine in water was reported for the first time in this work. Moreover, the synthetic potentiality of this enzymatic method was demonstrated by easy isolation of the final products using filtration. This green synthesis and purification approach not only enriches the strategies for synthesis of polyhydroxyalkyl pyrroles, but also expands the application of lipase in organic synthesis. [Display omitted]
ISSN:2468-8231
2468-8231
DOI:10.1016/j.mcat.2024.114725