Electrochemical strategies for N-cyanation of secondary amines and α C-cyanation of tertiary amines under transition metal-free conditions DOI
Zhengjiang Fu,

Yaping Fu,

Jian Dong Yin

и другие.

Green Chemistry, Год журнала: 2021, Номер 23(23), С. 9422 - 9427

Опубликована: Янв. 1, 2021

Electrochemical N -cyanation of secondary amines and α C tertiary have been established under transition metal-free conditions, which provide cyanamides nitriles with good functional group tolerance from simple systems.

Язык: Английский

Recent Advances in the Construction of Phosphorus‐Substituted Heterocycles, 2009–2019 DOI

Long Chen,

Xiaoyan Liu,

Yun‐Xiang Zou

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2020, Номер 362(9), С. 1724 - 1818

Опубликована: Янв. 20, 2020

Abstract Phosphorus‐substituted heterocycles represent an important class of organophosphorus compounds, which not only widely exist in biologically active pharmaceuticals, agrochemicals, but also have widespread applications material science and organic synthesis as ligands for transition metal complexes. The such compounds integrates the development new synthetic methods exploration efficient catalytic systems, reflects latest achievements organic, metal, photo even electrochemical catalysis, facilitates sufficient quantities related potential medicinal agents biological probes this area. Over past few decades, two major strategies been established toward phosphorus‐substituted heterocycles. This review summarizes recent progress field discusses reaction mechanisms detail. advantages limitations each subdivisional tactic are presented, opportunities still open outlined. magnified image

Язык: Английский

Процитировано

144

Photochemical and Electrochemical Strategies towards Benzylic C−H Functionalization: A Recent Update DOI
Monica Oliva, Guglielmo Coppola, Erik V. Van der Eycken

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2021, Номер 363(7), С. 1810 - 1834

Опубликована: Фев. 16, 2021

Abstract Transition metal‐catalysed processes have been widely used for the functionalization of inert C−H bonds. Strategies benzylic position having a relatively weak bond (bond dissociation energy∼ 80–90 kcal/mol) differ from aliphatic and aromatic positions with stronger The recent advances in direct activation through generation C( sp 3 ) radicals demonstrated potential electrochemistry photochemistry as means constructing new chemical This review will cover progress organic radical strategies employing sustainable tools. In addition, mechanistic details typical reactions included which, turn, help researchers to look at this promising area different perspective towards discoveries often hidden opportunities. magnified image

Язык: Английский

Процитировано

111

Synthetic Methods for Azaheterocyclic Phosphonates and Their Biological Activity: An Update 2004–2024 DOI
Martha C. Mayorquín‐Torres, Andreas Simoens, Eli Bonneure

и другие.

Chemical Reviews, Год журнала: 2024, Номер 124(12), С. 7907 - 7975

Опубликована: Май 29, 2024

The increasing importance of azaheterocyclic phosphonates in the agrochemical, synthetic, and medicinal field has provoked an intense search development synthetic routes for obtaining novel members this family compounds. This updated review covers methodologies established since 2004, focusing on synthesis phosphonates, which phosphonate moiety is directly substituted onto to structure. Emphasizing recent advances, classifies newly developed approaches according ring size providing information biological activities whenever available. Furthermore, summarizes various methods formation C–P bonds, examining sustainable such as Michaelis–Arbuzov reaction, Michaelis–Becker Pudovik Hirao coupling, Kabachnik–Fields reaction. After analyzing applications investigated years, a predominant focus evaluation these compounds anticancer agents evident. emerging underline versatility potential compounds, highlighting need continued research expand interesting family.

Язык: Английский

Процитировано

14

Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1H)-ones under aerobic metal-free conditions DOI
Deepa Rawat, Rahul Kumar, Subbarayappa Adimurthy

и другие.

Green Chemistry, Год журнала: 2020, Номер 22(18), С. 6170 - 6175

Опубликована: Янв. 1, 2020

Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1H)-ones utilizing aerobic oxygen as green oxidant under base/ligand-free conditions at room temperature has been described.

Язык: Английский

Процитировано

66

Electrochemical C-H Halogenations of Enaminones and Electron-Rich Arenes with Sodium Halide (NaX) as Halogen Source for the Synthesis of 3-Halochromones and Haloarenes DOI
Yan Lin, Jun Jin, Chaoli Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(17), С. 12378 - 12385

Опубликована: Авг. 16, 2021

Without employing an external oxidant, the simple synthesis of 3-halochromones and various halogenated electron-rich arenes has been realized with electrode oxidation by simplest sodium halide (NaX, X = Cl, Br, I) as halogen source. This electrochemical method is advantageous for mild room temperature operation, environmental friendliness well broad substrate scope in both C–H bond donor source components.

Язык: Английский

Процитировано

55

Electrochemical Phosphorylation of Organic Molecules DOI Creative Commons
Najoua Sbei, Guilherme M. Martins, Bahareh Shirinfar

и другие.

The Chemical Record, Год журнала: 2020, Номер 20(12), С. 1530 - 1552

Опубликована: Окт. 5, 2020

Abstract Organophosphorus chemistry is a broad field with multi‐dimensional applications in research area of organic, biology, drug design and agrochemicals. Conventional methods have been adopted extensively to access phosphorylated compounds that rely on the use toxic, moisture sensitive phosphorylating agents occur presence oxidants, catalysts, as well high temperatures harsh conditions are required for complete transformations. However, recent progress has made phosphorylation reactions using electricity introduce green sustainable synthetic procedures. These can be performed at mild proceed excellent atom economy. Herein, we targeted electrochemical generation new bonds such C(sp 3 ) −P, 2 O−P, N−P, S−P Se−P. This review aimed offer an overview developments methodology easy organophosphorus electrochemistry.

Язык: Английский

Процитировано

47

Electrochemical Oxidative Dehydrogenative Phosphorylation of N-Heterocycles with P(O)–H Compounds in Imidazolium-Based Ionic Liquid DOI

Xiaojuan Dong,

Ruige Wang,

Weiwei Jin

и другие.

Organic Letters, Год журнала: 2020, Номер 22(8), С. 3062 - 3066

Опубликована: Апрель 7, 2020

We report a direct and green electrochemical oxidative cross-dehydrogenative coupling reaction of N-heterocycles with hydrogen phosphoryl compounds under external oxidant-free conditions. Various phosphorylation products substituted carbazoles indoles are assembled in modest to excellent yields. A release process is preliminarily demonstrated H2 the sole byproduct. An imidazolium based ionic liquid selected as optimal electrolyte.

Язык: Английский

Процитировано

45

Highly selective electrocatalytic oxidation of benzyl C–H using water as safe and sustainable oxygen source DOI
Yuxia Sun, Xiaoshan Li, Miao Yang

и другие.

Green Chemistry, Год журнала: 2020, Номер 22(21), С. 7543 - 7551

Опубликована: Янв. 1, 2020

H2O serves as a safe oxygen source in the electrocatalytic oxidation of benzyl C–H, with significantly improved overpotential and faradaic efficiency on layered MnO2 catalysts.

Язык: Английский

Процитировано

45

Electro‐Descriptors for the Performance Prediction of Electro‐Organic Synthesis DOI
Yuxuan Chen, Bailin Tian, Zheng Cheng

и другие.

Angewandte Chemie International Edition, Год журнала: 2020, Номер 60(8), С. 4199 - 4207

Опубликована: Ноя. 12, 2020

Abstract Electrochemical organic synthesis has attracted increasing attentions as a sustainable and versatile synthetic platform. Quantitative assessment of the electro‐organic reactions, including reaction thermodynamics, electro‐kinetics, coupled chemical processes, can lead to effective analytical tool guide their future design. Herein, we demonstrate that electrochemical parameters such onset potential, Tafel slope, voltage be utilized electro‐descriptors for evaluation conditions prediction reactivities (yields). An “electro‐descriptor‐diagram” is generated, where reactive non‐reactive conditions/substances show distinct boundary. Successful predictions outcomes have been demonstrated using electro‐descriptor diagram, or from machine learning algorithms with experimentally‐derived electro‐descriptors. This method represents promising data‐acquisition, prediction, mechanistic investigation, high‐throughput screening general electro‐synthesis.

Язык: Английский

Процитировано

45

Photoinduced Remote C(sp3)−H Phosphonylation of Amides DOI
Jian Wang, Yuchen Zhang, Lin Zhu

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(23)

Опубликована: Апрель 4, 2024

The present study reports an unprecedented protocol for the phosphonylation of unactivated C(sp

Язык: Английский

Процитировано

6