We have developed an efficient approach for the first Ru-catalysed synthesis of 2-arylquinazolin-4(3)-ones from 2-nitrobenzonitriles and alcohols. This method features a broad substrate scope, high yields, and functional group tolerance and does not require any oxidant or reductant, allowing for simple, practical and sustainable synthesis.
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http://dx.doi.org/10.1039/d4ob01786b | DOI Listing |
Org Biomol Chem
December 2024
Faculty of Chemistry, Hanoi University of Science, Vietnam National University (VNU), Viet Nam.
We have developed an efficient approach for the first Ru-catalysed synthesis of 2-arylquinazolin-4(3)-ones from 2-nitrobenzonitriles and alcohols. This method features a broad substrate scope, high yields, and functional group tolerance and does not require any oxidant or reductant, allowing for simple, practical and sustainable synthesis.
View Article and Find Full Text PDFJ Fungi (Basel)
December 2022
iAMB-Institute of Applied Microbiology, ABBt-Aachen Biology and Biotechnology, RWTH Aachen University, Worringerweg 1, 52074 Aachen, Germany.
In recent years, it was shown that itaconic acid can be produced from glucose with strains at up to maximum theoretical yield. The use of acetate and formate as co-feedstocks can boost the efficiency of itaconate production with Ustilaginaceae wild-type strains by reducing the glucose amount and thus the agricultural land required for the biotechnological production of this chemical. Metabolically engineered strains ( Δ Δ ↑P and Δ Δ P ↑P) were applied in itaconate production, obtaining a titer of 56.
View Article and Find Full Text PDFChem Sci
February 2021
Department of Chemistry, Indian Institute of Technology Kanpur Kanpur 208016 India
Ru-catalysed oxidative coupling of allylsilanes and allyl esters with activated olefins has been developed isomerization followed by C(allyl)-H activation providing efficient access to stereodefined 1,3-dienes in excellent yields. Mild reaction conditions, less expensive catalysts, and excellent regio- and diastereoselectivity ensure universality of the reaction. In addition, the unique power of this reaction was illustrated by performing the Diels-Alder reaction, and enantioselective synthesis of highly functionalized cyclohexenone and piperidine and finally synthetic utility was further demonstrated by the efficient synthesis of norpyrenophorin, an antifungal agent.
View Article and Find Full Text PDFChem Commun (Camb)
January 2021
Key Laboratory of Catalysis and Energy Materials Chemistry of Ministry of Education & Hubei Key Laboratory of Catalysis and Materials Science, School of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074, China.
An unprecedented ruthenium catalysed [4+4] annulation of readily available benzoic acids and alkynes is reported for the first time. The carboxylate group acts as both a directing group and an internal nucleophilic reagent to facilitate a C(sp)-H vinylation/annulation cascade. This reaction avoids the classically oxidative [4+2] annulation, allowing the efficient synthesis of a wide array of eight-membered lactones under oxidant-free conditions.
View Article and Find Full Text PDFRSC Adv
April 2020
School of Chemistry, University of Southampton Southampton Hampshire SO17 1BJ UK
The Ru-mediated oxidative cyclisation of 1,5-dienes to furnish 2,5-dihydroxyalkyl-substituted tetrahydrofuran-diols (THF-diols) represents a practical approach for the synthesis of many bioactive natural products. In the current study, we reported profound findings obtained by density functional theory (DFT) simulations, and they were consistent with the experimental conditions. The results set out a catalytic cycle within intermediacy of NaIO-complexed Ru(vi) species.
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