A regiodivergent allylation of 1-indoles highly selectively at the C3 and N1 positions with β-acyl allylic sulfides through desulfurative C-C/C-N bond-forming reactions has been developed under mild conditions. Notably, the remarkable site-selective switch can be achieved by a delicate choice of solvents and bases. This cost-efficient method displays a broad substrate scope, good functional compatibility, and excellent site-selectivity, thus offering a divergent synthesis of indole substituted α-branched enones, which possess diverse potential opportunities for further applications and derivatization.
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http://dx.doi.org/10.1021/acs.joc.4c00205 | DOI Listing |
Int J Mol Sci
December 2024
Laboratory of Animal Biology, National Institute for Research and Development for Biology and Animal Nutrition, Calea Bucuresti No. 1, Balotesti, 077015 Ilfov, Romania.
The present study aimed to investigate the ability of an aqueous extract derived from mustard seed meal to counteract the effects of endotoxin lipopolysaccharide (LPS) on the intestinal epithelium. Caco-2 cells were cultured together with HT29-MTX and used as a cellular model to analyze critical intestinal parameters, such as renewal, integrity, innate immunity, and signaling pathway. Byproducts of mustard seed oil extraction are rich in soluble polysaccharides, proteins, allyl isothiocyanates, and phenolic acids, which are known as powerful antioxidants with antimicrobial and antifungal properties.
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January 2025
School of Resources, Environment and Materials, Guangxi University, Nanning 530004, China.
Ester collectors have rapidly developed into the main flotation collectors for copper sulfide minerals since they were developed. In this study, the collecting performance of four collectors, O-isopropyl-N-ethyl thionocarbamate ester (IPETC), 3-pentyl xanthate acrylate ester (PXA), O-isobutyl-N-allyl-thionocarbamate (IBALTC), and O-isobutyl-N-isobutoxycarbonyl-thionocarbamate (IBIBCTC), was investigated through microflotation tests, microcalorimetric measurements, and quantum chemical calculations. The results of the microflotation tests show that IBALTC and IPETC have stronger collecting abilities than IBIBCTC and PXA; the order of collecting ability is IBALTC > IPETC > IBIBCTC > PXA.
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December 2024
Department of Physical Chemistry, Faculty of Chemistry, University of Łódź, Pomorska 163/165, 90-236 Łódź, Poland.
Extracts from natural waste like bark or leaves are great sources of phytochemicals, which contain functional groups (hydroxyl, carboxylic, vinyl, allyl) attractive in terms of polymer synthesis. In this study, the synthesis of epoxy with an extract of Scots pine bark as a natural co-hardener was evaluated. Ultraviolet-visible (UV-Vis) spectroscopy was used for the identification of phytochemicals with conjugated dienes and quantification of TPC.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Shanghai Inst Org Chem, State Key Lab Organometallic Chem, 345 Lingling Lu, 200032, Shanghai, CHINA.
Rhodium-catalyzed regio- and enantioselective allylic arylation of racemic alkyl- and aryl- substituted allylic carbonates with arylboronic acids using commercially available BIBOP ligand is reported. This reaction proceeds at room temperature without base or other additive to deliver allylic arylation products in excellent yields, regio- and enantioselectivity (up to 95% yield, >20:1 b/l, >99% ee). Rh/BIBOP is disclosed as an efficient catalytic system for allylic substitution reaction.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Dalian University of Technology, School of Chemical Engineering, No 2 Linggong Road,Ganjingzi District, 116024, Dalian, CHINA.
The Pd-catalyzed asymmetric hydrogenolysis rearrangement of allylic acetates using (s-Bu)3BHK has been described, achieving the synthesis of axially chiral alkylidene cycloalkanes with excellent enantioselectivities (up to 99% ee) and a wide substrate scope (30 examples of cyclohexanes and cyclobutanes). To the best of our knowledge, this is the first time to achieve synthesis of axially chiral olefins via asymmetric hydrogenolysis of allylic acetates. This methodology not only offers a novel synthetic pathway for non-atropisomeric axially chiral structures but also highlights the potential of asymmetric hydrogenolysis as a powerful tool in synthetic organic chemistry.
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