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

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(42), P. 5502 - 5505

Published: Jan. 1, 2024

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

Language: Английский

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

Organic Letters, Journal Year: 2024, Volume and Issue: 26(12), P. 2511 - 2516

Published: March 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.

Language: Английский

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Solvent-Controlled Silver Catalyzed Radical Transformation of α-Imino-Oxy Acids with Cyclic Aldimines

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A silver-catalyzed cross coupling of cyclic aldimines and α-imino-oxy acids has been developed. The solvent-dependent reaction could selectively deliver either imine moiety retained nitriles or ring-opened oxonitriles in moderate yields.

Language: Английский

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Condensation of carboxylic acids with amines using the Boc₂O/DMAP system under solvent-free conditions

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

We have developed an efficient solvent-free protocol for amide bond formation using Boc 2 O/DMAP, involving the in situ generation of a mixed anhydride and proceeding via sequential mechanism.

Language: Английский

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Nd@C3N4-photoredox/chlorine dual catalyzed synthesis and evaluation of antitumor activities of 4-alkylated sulfonyl ketimines

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: unknown, P. 110568 - 110568

Published: Oct. 1, 2024

Language: Английский

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Organocatalyzed Photoelectrochemistry for the Generation of Acyl and Phosphoryl Radicals through Hydrogen Atom-Transfer Process

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(11), P. 7531 - 7540

Published: May 18, 2024

An organocatalyzed photoelectrochemical method for the generation of acyl and phosphoryl radicals from formamides, aldehydes, phosphine oxides has been developed. This protocol utilizes 9,10-phenanthrenequinone (PQ) as both a molecular catalyst hydrogen atom-transfer (HAT) reagent, eliminating requirement external metal-based reagents, HAT oxidants. The generated can be applied to range radical-mediated transformation reactions, including C–H carbamoylation heteroarenes, intermolecular tandem radical cyclization CF3-substituted N-arylacrylamides, well intramolecular reactions. use in these transformations offers an efficient sustainable approach accessing structurally diverse carbonyl compounds.

Language: Английский

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Self-Catalyzed Sono-Photoinduced Arylation of Quinoxalin-2(1H)-ones with Arylhydrazines

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 25, 2024

Herein, the first example of self-catalyzed sono-photoinduced carbon-carbon bond formation was described. Combining advantages phototriggered self-catalysis and ultrasonic catalysis, a wide range 3-arylquinoxalin-2(1

Language: Английский

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Light-Driven Access to Selenium-Substituted Thiazole-2-imine Derivatives

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(8), P. 5328 - 5336

Published: April 10, 2024

The thiazole-2-imine derivatives with interesting pharmacological activities have attracted significant attention. However, previously reported synthesis strategies usually suffered from some drawbacks, such as the use of metals/additive and harsh reaction conditions. Herein, we developed a metal- photoinitiator-free photocatalytic strategy for various selenium-substituted first time. displayed mild conditions, simple operation, broad substrate scope (37 examples), good to excellent yields.

Language: Английский

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COAP‐Pd Catalyzed Asymmetric Formal [3+2] Cycloaddition for Optically Active Multistereogenic Spiro Cyclopentane‐Indandiones Bearing Cyclic N‐Sulfonyl Ketimine Skeletons

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(12)

Published: April 17, 2024

Abstract We reported a chiral oxamide‐phosphine ligand (COAP−Ph)‐Pd‐catalyzed asymmetric [3+2] cycloaddition reaction between vinyl cyclopropane compounds derived from 1,3‐indanedione and 2‐vinylcyclopropane‐1,1‐dicarboxylates with cyclic sulfonyl 1‐azadienes. The corresponding reactions provided series of enantiomerically active spiro cyclopentane‐indandione cyclopentane structures bearing three consecutive stereogenic centers in good yields diastereo‐ enantioselectivity. COAP−Pd complex serves not only to promote generation π ‐allyl‐palladium intermediates induce the asymmetry reaction, but also depress background reaction.

Language: Английский

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CeCl₃-Catalyzed C–H Alkylation of N-Sulfonyl Ketimines with Alkanes and Ether via Photoinduced Ligand-to-Metal Charge Transfer

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(24), P. 18337 - 18343

Published: Dec. 9, 2024

A cerium-catalyzed C–H alkylation of N-sulfonyl ketimines with low-cost and readily available alkanes as alkyl sources was developed. This transformation proceeded through the synergy photoinitiated ligand-to-metal charge transfer (LMCT) using a chlorine radical an HAT reagent air green oxidant. series alkylated were synthesized moderate to good yields in highly atom-economic manner under chemical oxidant-free conditions.

Language: Английский

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