One-pot transition-metal-free synthesis of alkynes and enynes DOI Creative Commons
Yuanyun Gu, Yu Wu, Yan‐En Wang

и другие.

Cell Reports Physical Science, Год журнала: 2024, Номер 5(8), С. 102132 - 102132

Опубликована: Авг. 1, 2024

Alkynes are key motifs in chemistry, serving as precursors many organic reactions toward the synthesis of bioactive compounds, polymers, and new materials. Methods to synthesize terminal alkynes with an extension carbon skeleton involve harsh and/or dangerous reagents. Further derivatization diaryl largely relies on popular Sonogashira coupling. This cross-coupling uses expensive Pd catalysts, phosphine ligands, toxic Cu co-catalysts. Herein, we report a one-pot approach under transition-metal-free conditions from feedstock chemicals (toluenes methyl benzoates). is also applicable preparation conjugated 1,3-enynes single flask. The disclosed methods expected be complementary state-of-the-art by streamlining alkynes, reducing costs production these valuable building blocks, increasing sustainability alkynes.

Язык: Английский

Metal-organic framework-based nanostructured catalysts: Applications in efficient organic transformations DOI
Changlei Xia, Jiamin Wu, Seyed Ali Delbari

и другие.

Molecular Catalysis, Год журнала: 2023, Номер 546, С. 113217 - 113217

Опубликована: Май 27, 2023

Язык: Английский

Процитировано

30

Palladium installed copper-organic framework for C–C coupling reactions DOI
Yumei Wang,

Mei-Xia Tao,

Kai‐Ming Mo

и другие.

Science China Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 3, 2025

Язык: Английский

Процитировано

1

Enantiocovergent Cross-Coupling Reaction with 1,4-Dihydropyridine Derivatives via Photoinduced Nickel Catalysis DOI
Tongtong Li, Lifeng Luo, Xiaokai Cheng

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(5), С. 3278 - 3286

Опубликована: Фев. 15, 2024

Herein, we reported the enantioconvergent Csp3–Csp2 cross-coupling reaction with 1,4-dihydropyridine (DHP) derivatives via photoredox/nickel dual catalysis to access chiral products good yield and enantioselectivity. The operationally simple was carried out under mild conditions functional group tolerance. Due use of a stoichiometric equivalent aryl/alkenyl halides as coupling partners, sequential iterative synthesis could be achieved smoothly in one pot for position isomers stereoisomers. In proposed mechanism, kinetic experiments mechanistic studies indicated that radical generation, depended on excited photocatalyst DHP, rate-determining step.

Язык: Английский

Процитировано

9

Photothermally Enhanced Dual Enzyme‐mimic Activity of Gold‐Palladium Hybrid Nanozyme for Cancer Therapy DOI
Yan Kang, Chao Li,

Huali Shi

и другие.

Chinese Journal of Chemistry, Год журнала: 2023, Номер 41(23), С. 3189 - 3196

Опубликована: Июль 11, 2023

Comprehensive Summary Based on characteristics of the tumor microenvironment (TME), including acidity, hypoxia, inflammation and hydrogen peroxide overload, combined with emerging nanotechnologies, designing nanoplatforms TME specificity/responsiveness for treatment is a promising nanotherapeutic strategy. In this work, multifunctional gold‐palladium bimetallic cascade nanozyme was constructed effective photothermal‐enhanced catalyzed synergistic therapy tumors. The dumbbell‐like Au‐Pd nanomaterial (Au NRs‐Pd@HA) obtained by reducing palladium gold nanorods ascorbic acid (AA) further modified hyaluronic (HA). introduction HA brings biocompatibility targeting properties. zebrafish embryos model showed that Au NRs‐Pd@HA had good low biotoxicity. can induce catalytic conversion glucose to generate H 2 O efficiently, subsequently undergo reaction produce abundant ·OH radicals, exhibiting peroxidase‐like (POD‐like) oxidase‐like (GOD‐like) capabilities. generated key factor ablation. Meanwhile, exhibits photothermal performance under 808 nm irradiation, in favor (PTT). Especially, POD‐like GOD‐like activities were significantly enhanced due effect. PTT nanozymes effect enabled efficient safe cancer therapy.

Язык: Английский

Процитировано

17

Synthesis of Alkynylsilanes: A Review of the State of the Art DOI
Krzysztof Kuciński

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(11), С. 2382 - 2431

Опубликована: Апрель 12, 2024

Abstract This contribution offers a comprehensive overview of methods for forging sp C−Si bonds. Over time, alkynylsilanes (silylacetylenes), once considered mere byproducts hydrosilylation processes, have become essential building blocks in organic synthesis. literature review traces the evolution their synthesis, from traditional methodologies relying on organolithium and organomagnesium compounds to more advanced cross‐coupling reactions involving hydro‐ carbosilanes. Focused primarily past 25 years (2000–2024), it also extensively references significant historical breakthroughs. By analyzing synthetic methodologies, not only survey current state knowledge but identifies areas improvement. Furthermore, emphasize importance 1‐alkynylsilanes (1‐silyl‐1‐alkynes), selected applications these are highlighted, confirming potential

Язык: Английский

Процитировано

6

Photochemical Sonogashira coupling reactions: beyond traditional palladium–copper catalysis DOI
P. R. SINGH, Aslam C. Shaikh

Chemical Communications, Год журнала: 2023, Номер 59(78), С. 11615 - 11630

Опубликована: Янв. 1, 2023

This review briefly summarizes the developments in photochemical Sonogashira-coupling reactions. It especially highlights underlying mechanisms for formation of C–C bond and photocatalyst evolution towards sustainability.

Язык: Английский

Процитировано

10

Organosulphur and organoselenium compounds as emerging building blocks for catalytic systems for Sonogashira coupling DOI
Suraj Purohit,

Ramakshi Rana,

Anupma Tyagi

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(31), С. 6215 - 6245

Опубликована: Янв. 1, 2024

Use of organosulphur and organoselenium compounds in the development homogeneous, heterogeneous nanocatalytic systems for Sonogashira coupling reactions.

Язык: Английский

Процитировано

3

Recent Advances in Sequentially Pd-Catalyzed One-Pot Syntheses of Heterocycles DOI Creative Commons
Maryna N. Kornet, Thomas J. J. Müller

Molecules, Год журнала: 2024, Номер 29(22), С. 5265 - 5265

Опубликована: Ноя. 7, 2024

Sequential Pd-catalyzed one-pot synthetic methodologies have emerged as a powerful and versatile approach in organic synthesis, enabling the construction of complex heterocyclic architectures with high efficiency, selectivity, atom economy. This review discusses key advancements multistep, sequentially processes for accessing derivatives, focusing on classic reactions like Suzuki-Miyaura, Sonogashira, Heck, hydroamination extending to specialized techniques such directed C-H activation. The concatenation these steps has advanced scope strategies. A section is dedicated exploring cooperative use palladium other metals, particularly copper, ruthenium, gold, which broadened range accessible derivatives. Highlighted applications include synthesis biologically pharmaceutically relevant compounds, tris(hetero)aryl systems, spiro-oxindoles, indole These strategies not only streamline but also align green chemistry principles by minimizing purification reducing waste energy consumption. addresses current challenges limitations methodologies, offering insights into ongoing efforts optimize reaction conditions expand applicability sequential processes.

Язык: Английский

Процитировано

3

A Half Century of the Sonogashira Reaction DOI

Stephanie Frankenberger,

Dominik Wendinger,

Alexander Scherer

и другие.

Organic reactions, Год журнала: 2025, Номер unknown, С. 1 - 1149

Опубликована: Янв. 3, 2025

Conjugated alkynes are valuable intermediates in the synthesis of natural products, agrochemicals, pharmaceuticals, fine chemicals, and organic molecular materials. Since its introduction 1975, palladium‐catalyzed Sonogashira reaction has become primary choice for construction sp–sp 2 carbon–carbon bonds aryl‐, heteroaryl‐, alkenyl‐substituted alkynes. A vast range conditions have been explored to expand optimize scope reaction, including sustainable variants, microwave‐assisted cross couplings, couplings performed water. Research efforts also target development improved catalytic systems such as solid‐supported palladium catalysts nanoparticles, use N ‐heterocyclic carbenes (NHCs) ligands, well copper‐free variants reaction. This Chapter reviews application coupling terminal with aryl or alkenyl halides triflates. Coupling reactions that form conjugated via alternative methods, different electrophiles, catalysts, alkynes, briefly described.

Язык: Английский

Процитировано

0

Sulfoxides as electrophilic substrates in cross-coupling reactions DOI
Rahadian Zainul, Bahaa Fadhil Hamzah, Hussein Ali Al‐Bahrani

и другие.

Journal of Sulfur Chemistry, Год журнала: 2025, Номер unknown, С. 1 - 14

Опубликована: Фев. 25, 2025

Язык: Английский

Процитировано

0