A new multicomponent domino reaction for rapid and regioselective synthesis of highly functionalized benzo[h]naphtho[2,3-a]acridine-15,16(5H,14H)-diones has been established. The reaction can be conducted by using readily available and inexpensive substrates under microwave irradiation. The procedures are facile, avoiding timeconsuming and costly syntheses, tedious work-up and purifications of precursors as well as protection/deprotection of functional groups. This method is much more efficient due to short reaction times and easy work up. The resulting naphthoacridines have been readily converted into benzoquinoxaline-fused benzoquinoline analogues by treating with benzene-1,2-diamine under microwave irradiation. The structural assignment has been ambiguously confirmed by X-ray analysis. A new mechanism has been proposed for this new multicomponent domino process.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.2174/138620712800194459 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Electrochemical Cyclizative Carboxylation of Alkene-Tethered Aryl Isocyanides with Carbon Dioxide.
Org Lett
January 2025
College of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University, Jinan 250014, P. R. China.
Herein, we present an unprecedented electrochemical reductive cyclizative carboxylation of -vinylphenyl isocyanides with carbon dioxide achieved without the use of metal catalysts. This protocol demonstrates a broad substrate scope and good functional group tolerance, facilitating the rapid assembly of 2-oxoindolin-3-acetic acids in good to high yields with excellent regioselectivity. Furthermore, these structural motifs may have potential applications in formal synthesis of bioactive natural products.
View Article and Find Full Text PDFNi-Catalyzed Reductive Fluoroalkylthiolation of Alkynes toward Fluoroalkylated Vinylthioethers.
Org Lett
January 2025
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
A Ni-catalyzed protocol for the regioselective and stereoselective three-component fluoroalkylthiolation of alkynes with fluoroalkyl halides and thiosulfonates is presented. This reductive difunctionalization provides an efficient strategy for the rapid construction of fluoroalkyl-incorporated vinylthioethers under mild conditions in moderate to good yields.
View Article and Find Full Text PDFTarget Bioconjugation of Protein Through Chemical, Molecular Dynamics, and Artificial Intelligence Approaches.
Metabolites
December 2024
Graduate Institute of Biomedical Sciences, China Medical University, Taichung 40402, Taiwan.
Article Synopsis
- Site-selective labeling techniques for protein modification are crucial for studying biological functions and dynamics within cells.
- Despite advances, achieving specific modifications without altering protein functionality remains a challenge in the field.
- The review explores various methodologies, including synthetic probes and computational approaches, that enhance our understanding of proteins and improve biopharmaceutical applications.
Triftosylhydrazone in Single-Atom Skeletal Editing.
Acc Chem Res
January 2025
Department of Chemistry, Northeast Normal University, Changchun 130024, China.
ConspectusIn the past decade, single-atom skeletal editing, which involves the precise insertion, deletion, or exchange of single atoms in the core skeleton of a molecule, has emerged as a promising synthetic strategy for the rapid construction or diversification of complex molecules without laborious synthetic processes. Among them, carbene-initiated skeletal editing is particularly appealing due to the ready availability and diverse reactivities of carbene species. The initial endeavors to modify the core skeleton of heteroarenes through carbon-atom insertion could date back to 1881, when Ciamician and Denstedt described the conversion of pyrroles to pyridines by trapping haloform-derived free carbene.
View Article and Find Full Text PDFTheoretical Insight into the Multiple Roles of the Silyl-Phenanthroline Ligand in Ir-Catalyzed C(sp)-H Borylation.
J Org Chem
December 2024
State Key Laboratory of Supramolecular Structure and Materials, Institute of Theoretical Chemistry, College of Chemistry, Jilin University, Changchun 130021, China.
Silyl-phenanthroline (NN'Si) ligand ancillary iridium-catalyzed C(sp)-H borylation is investigated theoretically. Density functional theory calculations clearly disclose that the (NN'Si)Ir(H)(Bpin) (NN'Si = 6-[(di--butylsilyl)methyl]-1,10-phenanthroline) complex is a resting state, and the (NN'Si)Ir(Bpin) complex serves as an active species in the catalytic cycle. The remarkably high activity of this type of a catalyst arises from the rapid reductive elimination of HBpin from (NN'Si)Ir(H)(Bpin) to generate the active species (NN'Si)Ir(Bpin).
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!