Oxygen-, Nitrogen-, and Sulfur-Containing Heterocycles: Recent Advances in De Novo Synthesis and Prospect

Organic Process Research & Development, Journal Year: 2024, Volume and Issue: 28(8), P. 2988 - 3025

Published: July 13, 2024

Language: Английский

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Photochemical Synthesis and Ring‐Opening of Aziridines and Epoxides: State‐of‐the‐Art

ChemPhotoChem, Journal Year: 2024, Volume and Issue: 8(9)

Published: May 13, 2024

Abstract The development of greener methods for the preparation three‐membered rings has increased in last decade, not only due to their biological activity but also ring strain those heterocycles that make them useful precursors more complex molecules. In this work, visible‐light‐promoted synthesis and ring‐opening aziridines epoxides, reported five years, were reviewed. Both homogeneous heterogeneous catalysts discussed and, addition, plausible mechanism pathways highlighted.

Language: Английский

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Visible Light‐Induced Copper‐Catalyzed Alkylation/exo‐Cyclization of 1,7‐Dienes with Sulfonium Salts to Access Sulfur‐Containing Polycyclic Compounds

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: July 9, 2024

Abstract A direct visible‐light‐promoted radical‐triggered tandem cyclization of 1,7‐diene systems with cyclic sulfonium salts by using copper(I)‐based complexes as photoredox catalyst is developed. With this approach, a variety sulfur‐containing polycyclic derivatives are prepared through alkylation/ 6‐exo‐trig cyclization/ 5‐exo‐trig under mild conditions. In addition, the photoinduced copper‐catalyzed ring‐opening provides alkyl radical intermediates, which prefers addition to C−C double bond that connected aromatic ring rather than electron‐deficient vinyl in 1,7‐dienes. Moreover, oxidation desired products strategy for preparation remote nitrogen‐fused substituted sulfoxide or sulfone‐containing derivatives.

Language: Английский

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Photo- and Electro-chemical Strategies for Indazole Synthesis

Tetrahedron Chem, Journal Year: 2024, Volume and Issue: unknown, P. 100116 - 100116

Published: Dec. 1, 2024

The indazole core is prevalently found in the structures of bioactive molecules, demonstrating promising potential medicinal chemistry and drug discovery, which therefore has attracted sustained attention from synthetic community. Over recent decades, significant progress been achieved both organic photocatalysis electrosynthesis, offering novel approaches for efficient sustainable synthesis various functionalized indazoles. This mini-review highlights emerging methodological advancements photo-/electro-chemical two common forms indazole, namely 1H- 2H-indazoles, are classified by specific intramolecular bond formation patterns: (1) C-C formation, (2) C-N (3) N-N formation. reaction conditions, representative scopes, mechanistic understandings these protocols emphasized, to elucidate advantages limitations current strategies, with an aim inspire future innovations that may address challenges modern synthesis.Graphical abstractTo create your abstract, type over instructions template box below. Fonts or abstract dimensions should not be changed altered.

Language: Английский

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Copper and Photocatalytic Synergistic Strategies for Radical Cyclization Reactions

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(19), P. 4000 - 4016

Published: July 30, 2024

Abstract The rapid development of photo‐synergistic transition metal catalytic systems has provided a green paradigm to complement thermal methods. However, the most commonly used iridium or ruthenium complexes involve expensive in nature, contrast abundant copper elements earth's crust, which are highly valued for their unique electronic structure and light‐absorbing properties. Recently, application photocatalytic synergistic strategies radical cyclization reactions progressed considerably, leading renaissance synthesis functional natural products, drugs analogues, but summary work addressing this aspect not been reported. In review, we briefly analyze effect ligand choice on some inorganic salts even light sources. We then summarize classify them into three categories, C, N O radicals, according class central atom each work, category will be elaborated turn from coordination via Cu catalysts, direct other mode. For individual more complex reactions, mechanisms explored discussed.

Language: Английский

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Visible‐Light Enabled Synthesis of 1‐Aryl‐3‐Sulfonylmethyl‐1,2,4‐Triazoles by Arylazo Sulfones

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 5, 2024

Abstract We present a novel and highly efficient method for synthesizing polyfunctionalized 1,2,4‐triazoles. This approach leverages visible light arylazo sulfones in combination with N ‐vinyl amides, the environmentally friendly solvent ethyl acetate. Remarkably, reaction proceeds without need (photo)catalysts, ensuring near‐perfect atom economy producing only water as by‐product. exhibits excellent functional group tolerance can be scaled both batch continuous‐flow processes.

Language: Английский

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