Domino Reactions with Dicyanoalkenes and Fluorinated Conjugated Sulfinyl Imines. A Convenient Strategy for the Generation of Structural Diversity DOI Creative Commons
Daniel Gaviña, Marcos Escolano, Lia Sotorríos

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(4), P. 970 - 981

Published: Nov. 13, 2023

Abstract Dicyanoalkenes are versatile reagents in organic synthesis and they have been extensively used a wide variety of transformations. However, their reactivity towards fluorinated imines remained almost unnoticed. The divergent conjugated sulfinyl with dicyanoalkenes is described herein. On the one hand, when tert ‐butyl were employed, cycloaromatization cascade process took place preferentially, rendering valuable trifluoromethyl arenes. other reaction p ‐tolyl mainly led to complex tetracyclic skeleton, involving an azetidinimine rearrangement intermediate. Finally, 1‐indanone‐derived aromatization was interrupted, new family diene derivatives. Theoretical calculations performed order shed light on mechanistic outcome this transformation.

Language: Английский

Anchoring silver nanoparticles on graphene quantum dots: A highly efficient, green, and rapid nano-catalyst for the reduction of nitro compounds and tandem reductive Ugi reactions DOI
Saeed Torabi,

Tahereh Nasiriani,

Siamak Javanbakht

et al.

Journal of Physics and Chemistry of Solids, Journal Year: 2025, Volume and Issue: unknown, P. 112633 - 112633

Published: Feb. 1, 2025

Language: Английский

Citations

1
Fluorinated Sulfonamides: Synthesis, Characterization, In Silico, Molecular Docking, ADME, DFT Predictions, and Structure‐Activity Relationships, as Well as Assessments of Antimicrobial and Antioxidant Activities DOI

Mohamed Ahmed Mahmoud Abdel Reheim,

Basma Ghazal, Sayeda A. Abdelhamid

et al.

Drug Development Research, Journal Year: 2024, Volume and Issue: 85(8)

Published: Dec. 1, 2024

ABSTRACT The design and synthesis of unique two series fluorinated sulfonamides 3a‐f 5a‐g utilizing nucleophilic aromatic substitution reactions tetrafluorophthalonitrile 1 with various 2 under a variety different conditions were the key goals current research. chemical composition generated products has been investigated via mass spectroscopy, HNMR, 13 CNMR, infrared, elemental analyzes. Antimicrobial studies conducted in vitro to evaluate activity all new synthesized compounds against resistant strains. first showed high potency very low concentrations. All studied DPPH Radical Scavenging Activity other even molar ratio. In silico molecular docking was used investigate potential binding pathways for receptors: dihydroprotien synthase protein (ID Code: 1AJ0) as an antibacterial EGFR WT co‐crystallized erlotinib [PDB ID code 1m17]. Furthermore, good ADME predictions Lipinski rule five demonstrated that recently had drug‐likeness qualities when physicochemical parameter most powerful novel candidates determined. Moreover, DFT/B3LYP method functionalized 6‐31G (d, p) basis set employed calculate quantum parameters, MEP analysis, HUMO, LUMO.

Language: Английский

Citations

1
Attempts on Fluorinative Transformation of Selected Functionalized Cycloalkene Scaffolds through Aziridination/Aziridine-Opening Protocol DOI

Melinda Nonn,

Lóránd Kiss, Tamás T. Novák

et al.

Synlett, Journal Year: 2024, Volume and Issue: unknown

Published: June 24, 2024

Abstract Studies on the transformations of some functionalized cycloalkene derivatives through their ring olefin-bond aziridination/aziridine opening with fluoride are presented. The selected model compounds submitted to fluorinative functionalization were an amino ester and diesters a cyclohexene skeleton as well cyclopentene-fused β-lactam. Functionalization proceeded across substrate-directed diastereoselective aziridination, followed by fluoride-mediated aziridine or intramolecular lactonization giving fluorinated lactone derivatives.

Language: Английский

Citations

0
Recent Advances on the Synthesis and Application of α,α-Difluoro-β-aminophosphonates DOI

Youlong Du,

Qian Wang, Haibo Mei

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(12), P. 3686 - 3686

Published: Jan. 1, 2024

Language: Английский

Citations

0
Domino Reactions with Dicyanoalkenes and Fluorinated Conjugated Sulfinyl Imines. A Convenient Strategy for the Generation of Structural Diversity DOI Creative Commons
Daniel Gaviña, Marcos Escolano, Lia Sotorríos

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(4), P. 970 - 981

Published: Nov. 13, 2023

Abstract Dicyanoalkenes are versatile reagents in organic synthesis and they have been extensively used a wide variety of transformations. However, their reactivity towards fluorinated imines remained almost unnoticed. The divergent conjugated sulfinyl with dicyanoalkenes is described herein. On the one hand, when tert ‐butyl were employed, cycloaromatization cascade process took place preferentially, rendering valuable trifluoromethyl arenes. other reaction p ‐tolyl mainly led to complex tetracyclic skeleton, involving an azetidinimine rearrangement intermediate. Finally, 1‐indanone‐derived aromatization was interrupted, new family diene derivatives. Theoretical calculations performed order shed light on mechanistic outcome this transformation.

Language: Английский

Citations

0