Recent progress in visible light‐driven halogenation: Chlorination, bromination, and iodination

Bulletin of the Korean Chemical Society, Journal Year: 2024, Volume and Issue: 45(9), P. 738 - 758

Published: Sept. 1, 2024

Abstract Halogenation is one of the most important transformations in organic synthesis. Halogenated compounds are employed many reactions to prepare useful molecules. Many methods have been developed introduce halogens into different compounds. Visible light‐mediated efficient, low‐toxic, and mild‐condition applied for various chemistry transformations. Remarkably, there has an increasing development application visible light‐induced halogenation recent years. Herein, we present a comprehensive summary including chlorination, bromination, iodination under light irradiation since 2020.

Language: Английский

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Integrated Approach for Allyl Amine Synthesis Combining the Decarboxylative Coupling of Arylacrylic Acids with the Petasis Reaction

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

Published: Sept. 15, 2024

A metal-free multicomponent reaction strategy for synthesizing allyl amines through decarboxylative coupling combined with the Petasis is described. Utilizing (

Language: Английский

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Visible light induced reactions of quinones

Bulletin of the Korean Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 17, 2024

Abstract This review covers the visible light induced reactions of quinones such as benzoquinone, naphthoquinone, and anthraquinone. These are distinguished by their fully conjugated structures, which feature minimal energy gaps, nonbonding electron pairs on oxygen atoms. Such structural attributes facilitate n p → π* transition, allowing for easy access to excited states rendering highly reactive under visible‐light irradiation. We describe three primary types facilitated these electronic characteristics: Paternò–Büchi (PB) reactions, entail [2 + 2] photocycloaddition between carbonyl groups alkenes or alkynes; CH activation processes, showcase quinones' versatility in functionalizing hydrocarbons; formation donor–acceptor complexes, demonstrating capability engage charge transfer interactions. Through this review, we highlight critical role play photochemistry, unique properties, broad applicability synthetic organic chemistry.

Language: Английский

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Synthesis of Aryl Alkyl Thioethers via a Copper-Catalyzed Three-Component Reaction with DABSO, Aryldiazonium Salts, and Alkyl Bromides

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

Published: Sept. 11, 2024

We developed a method for synthesizing aryl alkyl thioether compounds via three-component reaction involving aryldiazonium salts, 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide), and bromides. Optimal yields were achieved when copper catalyst was used in conjunction with zinc tetrabutylammonium bromide an acetonitrile solvent at 130 °C 10 h. This methodology demonstrates good functional group tolerance enables the successful synthesis of various thioethers moderate to high yields.

Language: Английский

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Harnessing Photoredox and Weak Brønsted Base Dual Catalysis for Selective C(sp3)–H Bond Activation

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

Published: Dec. 10, 2024

Abstract Visible light photoredox and weak Brønsted base dual catalysis has emerged as a powerful versatile tool in the activation of C(sp3)–H bonds under mild reaction conditions. This method allows for selective functionalization wide range substrates, including amines, sulfides, ethers, dithianes dithiolanes, dioxolanes, alkenes. By exploiting increased acidity C–H following single electron oxidation, this strategy employing catalyst facilitates various carbon–carbon bond-forming reactions, well rearrangements, with high efficiency regioselectivity. review highlights recent advancements field, emphasizing underlying mechanisms broad applicability these methodologies organic synthesis. 1 Introduction 2 Activation α-C(sp3)–H Bonds N-, S-, O-Containing Compounds C–C Bond Formation 3 Allylic 4 Photoredox Base Dual Catalysis Rearrangement Reactions 5 Conclusion

Language: Английский

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DDQ-catalyzed oxidative α-allylation of isochromans under aerobic conditions

RSC Advances, Journal Year: 2024, Volume and Issue: 14(53), P. 39645 - 39652

Published: Jan. 1, 2024

A direct C–H activation of isochromans using a DDQ/TBN/O 2 catalytic system, followed by addition allylstannane in the presence methanesulfonic acid, provides various α-allyl substituted efficiently.

Language: Английский

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Synthesis of Alkyl Sulfones via a Photocatalytic Multicomponent Reaction of Aryldiazo Tetrafluoroborate Salts, Styrene Derivatives, and Sodium Metabisulfite

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 25, 2024

Practical visible-light-induced synthesis of alkyl sulfones has been achieved via a multicomponent reaction aryldiazo tetrafluoroborate salts, styrene derivatives, thiophenol and sodium metabisulfite in the presence rhodamine B.

Language: Английский

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