98%
921
2 minutes
20
A highly enantioselective Friedel-Crafts alkylation of pyrrole to β,γ-unsaturated α-ketoesters was developed by virtue of a chiral copper complex, affording the alkylated derivatives of pyrrole with good yields and excellent enantioselectivities. Moreover, merging copper catalysis with gold catalysis realized a one-pot construction of the seven-membered ring to give annulated pyrroles with moderate to good yields and high enantiomeric excesses.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/acs.orglett.5b01917 | DOI Listing |
Oxid Med Cell Longev
September 2025
Division of Gynecologic Oncology, Department of Obstetrics and Gynecology, Duke Cancer Institute, Duke University School of Medicine, Durham 27710, North Carolina, USA.
Numerous cellular and animal studies demonstrated the ability of redox-active Mn(III) -alkyl- and -alkoxyalkylpyridyporphyrins (MnPs) to protect normal tissue while suppressing tumor growth. The mechanism primarily involves the modulation of NF-кB and Nrf2 signaling pathways via catalysis of MnP/HO-driven protein thiol oxidation. Such differential protection/suppression effects have paved the way of Mn porphyrins (commonly known as mimics of superoxide dismutase) into clinical trials, therefore introducing new line of therapeutics that are affecting cellular redox status/oxidative stress, rather than specific proteins.
View Article and Find Full Text PDFCarbohydr Res
November 2025
School of Chemistry, University of Hyderabad, Gachibowli, Hyderabad, 500046, India. Electronic address:
A diverse group of C-pyrrolyl furanoside derivatives were synthesized from chiral 5-(4-hydroxybutyl)pyrrole) derivatives, which intern obtained via the 3 + 2 cycloaddition of spirocyclic donor-acceptor cyclopropanes and nitriles. The suitably positioned benzyl group on the polyhydroxy alkyl chain of pyrrole derivative is efficiently underwent an intramolecular S1 substitution reaction in the presence of a catalytic amount of Lewis acid, BF OEt. The methodology offers the synthesis of various C-pyrrolyl furanoside derivatives in the form of anomeric mixtures.
View Article and Find Full Text PDFAdv Sci (Weinh)
August 2025
Department of Industrial and Engineering Chemistry, Institute of Chemical Technology, Mumbai- Marathwada Campus, Jalna, Maharashtra, 431213, India.
Industrial hydrogenation is a pivotal process in chemical synthesis. However, it has significant drawbacks, including high cost, safety risks associated with the use of molecular hydrogen gas, and substantial energy demands due to the need for elevated temperatures and pressures to achieve satisfactory yields. The borrowing hydrogen synthesis, which enables the transfer of hydrogen between molecules, offers a promising approach for green, one-pot synthesis of industrially important chemicals and intermediates.
View Article and Find Full Text PDFChemSusChem
August 2025
TUM Campus Straubing for Biotechnology and Sustainability, Technical University of Munich, Schulgasse 16, 94315, Straubing, Germany.
Pyrrole-2,5-dicarboxylic acid (PDCA) and its N-substituted derivatives are interesting building blocks for macromolecular applications. However, only a few published procedures describe the synthesis of PDCA derivatives. These procedures often suffer from low yields, the formation of unwanted side products, harsh reaction conditions, the use of toxic and expensive reagents, or the unavailability of certain derivatives.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2025
State Key Laboratory of Coordination Chemistry, Chemistry and Biomedicine Innovation Center (ChemBIC), School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China.
The synthesis of nitrogen heteroarenes has a rich history, including many illustrious name reactions. These reactions often involve complex oxidative processes or the need for transition metal catalysts, and the synthesis of different N-heteroarenes typically requires a case-by-case approach. Here, we have discovered the conversion of vicinal alkyl and nitro groups on arenes or alkenes into an array of N-heteroarenes, including indoles and pyrroles.
View Article and Find Full Text PDF