N-Phenylphenothiazine-based Hyper-cross-linked Polymers for Recyclable, Heterogeneous Photocatalysis of Organic Transformations: A Strategy to Access 6-Difluoromethyl-phenanthridines

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 23, 2025

Herein, a N-phenylphenothiazine-based hyper-cross-linked polymer (PTH-HCP) was finely designed and constructed, which serves as metal-free heterogeneous photocatalyst for organic transformations. Characterization experiments have shown that this demonstrates outstanding stability, extensive surface area, exceptional photoelectric response properties. Moreover, PTH-HCP showed good catalytic efficiency recyclability in the photochemically driven difluoromethylation/cyclization reactions. This work provides strategy design construction of photocatalysts offers support their broad prospects synthetic applications.

Language: Английский

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Organic Photoredox Catalytic Difluoroalkylation of Unactivated Olefins to Access Difluoro-Containing Tetrahydropyridazines

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9973 - 9977

Published: Nov. 14, 2024

Herein, we disclose a readily available phenothiazine derivative as an organocatalyst, which upon excitation with 371 nm light acquires strongly reducing power and serves to induce the radical cascade difluoromethylation/cyclization reaction of

Language: Английский

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Photo- and electro-induced perfluoroalkylation/cyclization of o-hydroxyaryl enaminones: Synthesis of perfluoroalkyl chromones

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: March 1, 2024

A practical, metal-, and additive-free strategy for photo- electro-induced perfluoroalkylation/cyclization of o-hydroxyaryl enaminones with sodium perfluoroalkanesulfinates under mild conditions has been developed. Various fluoroalkyl chromones were efficiently assembled in moderate to good yields. The scalability this protocol the assembling diverse nitrogen-containing heterocycles from late-stage transformations greatly broaden practical applications developed protocol.

Language: Английский

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Regioselective synthesis of isoquinolinonediones through remote unactivated C(sp³)–H bonds

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(36), P. 4818 - 4821

Published: Jan. 1, 2024

A novel remote-site-selective cascade addition/cyclization protocol for free alcohols and sulfonamides to build in one step isoquinolinonedione skeletons without pre-activation was developed.

Language: Английский

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Photo-Induced Difluoroalkylation/Cyclization of Alkyne Ketones: A Novel Strategy to Access Difluoroalkyl Thiofavones

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

A photo-induced electron donor-acceptor (EDA) complex enabled tandem reaction of alkyne ketones

Language: Английский

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Site-Selective Functionalization of Unactivated C(sp3)–H Bonds via Synergistic Merger of Photoredox and HAT Catalysis

Research Square (Research Square), Journal Year: 2024, Volume and Issue: unknown

Published: Feb. 1, 2024

Hydrogen atom abstraction from C(sp³)−H substrates for the generation of alkyl radical represents a desirable yet underexplored strategy in alkylation reaction since involving noble metal catalysts, stoichiometric oxidants, and limited scope are common drawbacks. Here we describe synergistic utilization photoredox hydrogen transfer (HAT) catalysis to accomplish general practical functionalization unactived centers, which features broad scope, high functional group compatibility, operational simplicity. A combination validation experiments density theory reveals that N-centred radicals, generated free N−H bond via catalyzed single-electron oxidation followed by deprotonation stepwise electron/proton event, key intermediates enable an intramolecular 1,5-HAT or intermolecular HAT process nucleophilic carbon-centred radicals formation achieve heteroarylation, alkylation, amination, cyanation, azidation, trifluoromethylthiolation, halogenation deuteration. The value this protocol was further demonstrated gram-scale synthesis late-stage natural products drug derivatives.

Language: Английский

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Photoinduced Radical Relay Reaction of 2-Methylthiolated Phenylacetylenes/Alkynones Initiated by Electron Donor–Acceptor Complexes

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 19, 2024

A method was found to construct sulfur-containing five- and six-membered heterocyclic alkyl sulfonyl compounds by using visible light free radicals activated and/or generated EDA complexes/homolytic cleavage as initiators stimulate the relay reaction of alkynes/alkynones. This puts forward a new strategy initiate sulfonation alkynes/alkynones with only catalytic amount initiator. generating initiator complex activation/homolytic provides idea for following substances that must be excited.

Language: Английский

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