Synthesis of Dibenzo[f,h]quinolines by Stepwise C–H Arylation of 2-Phenylpyridine and Reductive Cyclodehydrogenation

Synthesis, Год журнала: 2023, Номер 55(17), С. 2779 - 2785

Опубликована: Апрель 5, 2023

Abstract A synthetic approach to dibenzo[f,h]quinolines and their derivatives via stepwise ruthenium-catalyzed C–H arylation potassium-mediated reductive cyclodehydrogenation from 2-phenylpyridine aryl bromides, is presented. One dibenzo[f,h]quinoline derivative used as a bidentate ligand prepare cyclometalated ruthenium complex. Two compounds the complex were characterized by single-crystal X-ray structural analysis.

Язык: Английский

---

N‐Acenoacenes: Synthesis and Solid‐State Properties

Chemistry - A European Journal, Год журнала: 2022, Номер 28(69)

Опубликована: Авг. 10, 2022

Four N-acenoacenes were synthesized and analyzed for their optoelectronic properties solid-state packings. Two of the regioisomeric acridinoacridines are TIPS-ethynylated, whereas other pair Boc- triflate substituted derivatives. The two TIPS-ethynyldiazaacenoacenes processed into organic thin-film transistors with saturation hole mobilities reaching 2.9×10-2 cm2 (Vs)-1 .

Язык: Английский

---

Aza-aromatic polycycles based on triphenylene and acridine or acridone: synthesis and properties

New Journal of Chemistry, Год журнала: 2021, Номер 45(32), С. 14414 - 14424

Опубликована: Янв. 1, 2021

Our attempts to N-arylate anilines with 2-iodotriphenylene and then cyclize the adjacent carbonyl group are reported.

Язык: Английский

---

Divergent Synthesis of 5,7-Diazaullazines Derivatives through a Combination of Cycloisomerization with Povarov or Alkyne–Carbonyl Metathesis

Molecules, Год журнала: 2024, Номер 29(9), С. 2159 - 2159

Опубликована: Май 6, 2024

Ullazines and their π-expanded derivatives have gained much attention as active components in various applications, such organic photovoltaic cells or photosensitizers for CO2 photoreduction. Here, we report the divergent synthesis of functionalized diazaullazines by means two different domino-reactions consisting either a Povarov/cycloisomerization alkyne–carbonyl metathesis/cycloisomerization protocol. The corresponding quinolino-diazaullazine benzoyl-diazaullazine were obtained moderate to good yields. Their optical electronic properties studied compared related, literature-known compounds obtain insights into impact nitrogen doping π-expansion.

Язык: Английский

---

Iron(III)-Catalysed Povarov Cyclisation for the Synthesis of Fused Dibenzo[b,f][1,7]naphthyridine Embedded Arylpyrrolo Scaffolds

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Июнь 20, 2024

Abstract An FeCl3-catalyzed Povarov reaction for the efficient synthesis of dibenzo[b,f][1,7]naphthyridines utilizing 1-(2-alkynylaryl)-2-pyrrolecarbaldehydes and arylamines in excellent yields is demonstrated. The essential features present strategy are easy preparation substrates, broad substrate scope, mild conditions, high atom economy yields, presence environmentally friendly iron catalysis.

Язык: Английский

---

Iron-Catalyzed Synthesis of 13-Aryl-13H-indeno[1,2-l]phenanthrene via Double Annulations of 2-Alkynyl Biaryls

The Journal of Organic Chemistry, Год журнала: 2022, Номер 88(1), С. 658 - 664

Опубликована: Дек. 20, 2022

An Fe(III)-catalyzed expedient synthesis of 13-aryl-13H-indeno[1,2-l]phenanthrene is described by a double annulations 2-alkynyl biaryls, initiated the activation acetal. This strategy provides simple, efficient and regioselective varieties indenophenanthrene derivatives from easily available starting materials under mild conditions in high to excellent yields. A plausible reaction mechanism proposed.

Язык: Английский

---

Six-membered ring systems: pyridines and benzo derivatives

Progress in heterocyclic chemistry, Год журнала: 2021, Номер unknown, С. 397 - 430

Опубликована: Янв. 1, 2021

Язык: Английский

---

Catalytic Intramolecular Cyclization of Alkynyl Cyclic Acetals via Chemoselective Activation Leading to a Phenanthrene Core

Bulletin of the Chemical Society of Japan, Год журнала: 2022, Номер 95(5), С. 735 - 742

Опубликована: Март 17, 2022

Abstract An intramolecular cyclization reaction of alkynyl cyclic acetals to synthesize various phenanthrene derivatives in the presence silver triflate (AgOTf) or boron trifluoride etherate (BF3·OEt2) as catalysts has been developed. By using AgOTf BF3·OEt2 appropriately depending on substituents were converted corresponding derivatives. Investigations mechanisms, X-ray structure product, and computational density functional theory (DFT) study suggested that proceeds via alkyne activation (π-activation) acetal (σ-activation) pathways based π- σ-Lewis acidities.

Язык: Английский

---

Synthesis of new 1H‐spiro[acridine‐9,3′‐indoline]‐1,2′(2H,10H)‐dione derivatives using aqueous ethanol as a reaction medium

Journal of Heterocyclic Chemistry, Год журнала: 2021, Номер 59(5), С. 927 - 932

Опубликована: Дек. 23, 2021

Abstract One‐pot three component synthesis of novel spiro[acridine‐9,3′‐indoline]‐1,2′(2 H ,10 )‐dione derivatives has been performed through the condensation isatin, dimedone, and aniline under greener conditions. The remarkable features this are use ethanol:water mixture as a solvent isolation products by simple washing with water. structures synthesized compounds have well elucidated various spectroscopic techniques.

Язык: Английский

---

Six-membered ring systems: pyridines and benzo derivatives

Progress in heterocyclic chemistry, Год журнала: 2021, Номер unknown, С. 341 - 379

Опубликована: Янв. 1, 2021

Язык: Английский

---