Organophotoelectrocatalytic C(sp²)–H alkylation of heteroarenes with unactivated C(sp³)–H compounds

Chemical Communications, Год журнала: 2024, Номер 60(42), С. 5502 - 5505

Опубликована: Янв. 1, 2024

An organophotoelectrocatalytic method for the C(sp 2 )–H alkylation of heteroarenes with unactivated 3 compounds via dehydrogenation cross-coupling was developed.

Язык: Английский

---

Radical relay cyclization/C–C bond formation of allyloxy-tethered aryl iodides with quinoxalin-2(1H)-ones via polysulfide anion photocatalysis

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(8), С. 1708 - 1713

Опубликована: Янв. 1, 2024

A visible-light-induced radical relay cyclization/C-C bond formation of quinoxalin-2(1

Язык: Английский

---

Recent Advances in the Electrochemical Defluorinative Transformations of C—F Bonds

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(16), С. 1913 - 1928

Опубликована: Апрель 24, 2024

Comprehensive Summary Organic fluorine compounds are ubiquitous and pivotally important organic molecules, yet their activation transformation have long been a formidable challenge due to the high energy low reactivity of C—F bonds. electrosynthesis, an environmentally benign synthetic method in chemistry, enables myriad chemical transformations without need for external redox reagents. In recent years, electrochemistry has emerged as powerful tool achieving bonds fluorine‐containing compounds. This review aims succinctly recapitulate latest advancements electrochemical defluorinative delve into reaction design, mechanistic insights, developmental prospects these methods. Key Scientists 1959, Lund was first pioneer electroreduction CF 3 CH group. Electrochemistry lately provided new opportunities efficient conversion fluorides. 2020, Zhou coworkers discovered carboxylation α‐CF alkenes. Lambert colleagues reported electrophotocatalytic amination aryl Electrochemical hydrodefluorination trifluoromethylketones developed by Lennox 2021. same year, Wang Guo disclosed radical alkylation alkenes with Katritzky salts alkyl precursors. Subsequently, Wu Liao described transition‐metal‐free, site‐selective arylation polyfluoroarenes (het)arenes using paired electrophotocatalysis. 2023, numerous efforts were made achieve bond activation. Xia organoboron‐controlled chemoselective sequential (deutero)hydrodefluorination trifluoroacetamides.

Язык: Английский

---

Photodriven Radical-Polar Crossover Cyclization Strategy: Synthesis of Pyrazolo[1,5-a]pyridines from Diazo Compounds

Organic Letters, Год журнала: 2024, Номер 26(12), С. 2511 - 2516

Опубликована: Март 20, 2024

This work demonstrates the synthesis of a variety perfluoroalkyl heterocycles via visible-light-driven radical-polar crossover cyclization strategy. In this process, single-electron reduction/SNV-type/cyclization sequences follow radical addition reaction diazoester, which differs from current role diazoesters as precursors/acceptors. transformation excellent functional group compatibility and allows for modification many bioactive molecules with diazoesters. Such could represent novel approach to photochemical diazo compounds.

Язык: Английский

---

Access to CF₂COR-Containing Quinazolinones via Visible-Light-Induced Domino Difluoroalkylation/Cyclization of N-Cyanamide Alkenes

Organic Letters, Год журнала: 2024, Номер 26(10), С. 2119 - 2123

Опубликована: Март 4, 2024

A green and highly efficient visible-light-induced radical cascade difluoroalkylation/cyclization reaction of N-cyanamide alkenes has been developed. variety CF2COR-containing quinazolinones have obtained in high yields with cheap non-metallic 4CzIPN as the photocatalyst. This photocatalytic provides rapid, facile, practical access to valuable polycyclic quinazolinone, it is amenable gram scale.

Язык: Английский

---

Photocatalyzed C3-α-aminoalkylation of quinoxalin-2(1H)-ones with amino acid-derived oxime esters under metal-free conditions

Molecular Catalysis, Год журнала: 2025, Номер 573, С. 114795 - 114795

Опубликована: Янв. 5, 2025

Язык: Английский

---

Thermally activated delayed fluorescence materials: innovative design and advanced application in biomedicine, catalysis and electronics

RSC Advances, Год журнала: 2025, Номер 15(10), С. 7383 - 7471

Опубликована: Янв. 1, 2025

Thermally Activated Delayed Fluorescence (TADF) materials have emerged as a revolutionary class of functional compounds, driven by their unique ability to utilize excitons from both singlet and triplet states for efficient fluorescence emission. This manuscript provides an overview recent innovations in TADF material design, focusing on molecular strategies achieve optimal properties, including small singlet-triplet energy gaps (ΔE ST) high photoluminescence quantum yields. We explore the diverse applications materials, spanning OLEDs, biomedical imaging, photosensitizers, photocatalysis, UV photodetectors (UVOPDs), electrogenerated chemiluminescence, triplet-triplet annihilation (TTA) sensitizers, organic hybrid microwire radial heterojunctions, multicolor luminescent micelles, mechano-luminescence (ML), light-emitting electrochemical cells (LEECs), fluorescent probes. The integration these technologies highlights potential enhance performance efficiency. Through this review, we aim elucidate fundamental principles governing behavior present forward-looking perspective synthetic methodologies new, versatile materials.

Язык: Английский

---

Visible‐Light‐Induced Domino Cyclization to Access Pyrido[2,3‐d]pyrimidine‐2,4‐diones via a Radical‐Polar Crossover Reaction

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(19), С. 2346 - 2350

Опубликована: Май 27, 2024

Comprehensive Summary Catalytic and green strategies for the synthesis of privileged scaffolds are synthetically appealing. We now report a radical‐polar crossover (RPC)‐enabled three‐component cyclization bromodifluoroalkyls with enaminones 6‐aminouraciles via visible‐light‐induced domino cyclization. The reaction exhibited broad substrate scope (> 40 examples) including complex molecules, which highlighted utility this strategy construction library bioactive analogs.

Язык: Английский

---

EDA Complex-Enabled Annulation to Access CF₂-Containing Tetralones and Quinazolinones Using Persulfates as Electron Donors

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 10614 - 10623

Опубликована: Июль 25, 2024

A photocatalyst-free and EDA complex-enabled radical cascade cyclization reaction of inactive alkenes with bromodifluoroacetamides was reported for the divergent synthesis fluorine-containing tetralones quinazolinones. In this transformation, persulfates as electron donors difluoro bromamide acceptors generate complex. This is a promising photochemical method advantages such mild conditions, simple operation, being metal-free, excellent functional group tolerance.

Язык: Английский

---

Switchable Multicomponent Cyclization Reactions to Access Fluoroalkylated Dihydropyrimidines and Pyrimidines under Solvent‐Free Conditions

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(12), С. 1394 - 1398

Опубликована: Фев. 23, 2024

Comprehensive Summary The development of switchable solvent‐free multicomponent reactions to build high‐value‐added products is an important demand for organic synthesis. Herein, we detailed the successful implementation a strategy construction diverse 4‐fluoroalkyl‐1,4‐dihydropyrimidines and 4‐fluoroalkyl‐pyrimidines via solvent/additive‐free [3 + 2 1] annulation, starting from readily available enamines, trifluoroacetaldehyde hydrate or 1‐ethoxy‐2,2‐difluoroethanol amidines hydrochloride. This reaction conforms concept green synthesis, provides new avenue access valuable fluorinated heterocycles.

Язык: Английский

---