Well-Defined Rhodium Diphenylphosphine Oxide Complexes Relevant to Rh(III)-Catalyzed Aryl C–H Phosphorylation DOI

Dandan Lu,

Weidong Lin,

Feng Su

et al.

Organometallics, Journal Year: 2022, Volume and Issue: 41(23), P. 3499 - 3503

Published: Nov. 23, 2022

Secondary phosphine oxides (SPOs) are often difficult coupling partners for transition-metal-catalyzed C–H phosphorylation reactions. Herein, a series of SPO-RhIII complexes relevant to RhIII-catalyzed was isolated and fully characterized. Detailed research on their reactivities in rhodation indicates the crucial role suitable base reduce deactivation RhIII by SPOs. Finally, using silver carbonate as both an oxidant, efficient aryl with diarylphosphine developed.

Language: Английский

Electrochemical radical-polar crossover: a radical approach to polar chemistry DOI

Zhoumei Tan,

Haonan Zhang, Kun Xu

et al.

Science China Chemistry, Journal Year: 2023, Volume and Issue: 67(2), P. 450 - 470

Published: Nov. 3, 2023

Language: Английский

Citations

51

Recent advances in organic electrochemical functionalizations for specialty chemicals DOI
Yanjun Li, Suman Dana, Lutz Ackermann

et al.

Current Opinion in Electrochemistry, Journal Year: 2023, Volume and Issue: 40, P. 101312 - 101312

Published: May 20, 2023

Language: Английский

Citations

23

Cp2Fe Mediated Electrochemical Synthesis of Phosphonylated Spirocyclic Indolines via Dearomatization of Indoles DOI

Kangdong Mo,

Xiaocong Zhou,

Jian Wang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(21), P. 3956 - 3960

Published: May 18, 2023

A general and robust strategy for the synthesis of phosphonylated spirocyclic indolines has been developed through Cp2Fe-catalyzed electrochemical dearomaztizaion indoles, which proven challenging to achieve via chemical oxidants. range 3,3-spiroindolines were obtained in moderate good yields with excellent diastereoselectivities. The synthetic application was further illustrated by its easy scalability antitumor activity product.

Language: Английский

Citations

18

Recent advances in the electrochemical synthesis of organophosphorus compounds DOI Creative Commons
Babak Kaboudin, Milad Behroozi,

Sepideh Sadighi

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 21, P. 770 - 797

Published: April 16, 2025

In this review, we describe recent advances in electrochemical green methods for the synthesis of various organophosphorus compounds through formation phosphorus–carbon, phosphorus–nitrogen, phosphorus–oxygen, phosphorus–sulfur, and phosphorus–selenium bonds. The impact different electrodes is also discussed matter. Graphite, platinum, RVC, nickel have been used extensively compounds. made method a promising preparing structures. This review an introduction to encourage scientists use electrosynthesis as green, precise, low-cost prepare phosphorous

Language: Английский

Citations

1

Recent advances in electrochemical C—H phosphorylation DOI Creative Commons
Yulia H. Budnikova,

Egor L. Dolengovsky,

Maxim V. Tarasov

et al.

Frontiers in Chemistry, Journal Year: 2022, Volume and Issue: 10

Published: Nov. 3, 2022

The activation of C–H bond, and its direct one-step functionalization, is one the key synthetic methodologies that provides access to a variety practically significant compounds. Particular attention focused on modifications obtained at final stages synthesis complicated molecules, which requires high tolerance presence existing functional groups. Phosphorus an indispensable element life, phosphorus chemistry now experiencing renaissance due new emerging applications in medicinal chemistry, materials (polymers, flame retardants, organic electronics, photonics), agricultural (herbicides, insecticides), catalysis (ligands) other important areas science technology. In this regard, search for new, more selective, low-waste routes become relevant. context, electrosynthesis has proven be eco-efficient convenient approach many respects, where reagents are replaced by electrodes, reactants applied potential determines their “oxidizing or reducing ability”. An electrochemical such processes being developed rapidly demonstrates some advantages over traditional classical methods C-H phosphorylation. main reasons success exclusion excess from reaction system: as oxidants, agents, sometimes metal and/or improvers, challenge isolation, increase wastes reduce yield frequent incompatibility with these Ideal conditions include electron reactant (regulated potential) by-products hydrogen hydrocarbon. review summarizes analyzes achievements preparation various derivatives carbon-phosphorus bonds, collects data redox properties most commonly used precursors. Electrochemically induced reactions both without catalyst metals, competitive oxidation precursors leads either bond generation phosphorus-centered radicals (radical cations) states will examined. focuses publications past 5 years.

Language: Английский

Citations

29

Electrochemical Synthesis of Phosphorylated Indoles and Trp-Containing Oligopeptides DOI
Jian Wang, Zhaoqi Zhang, Yirui Shen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(22), P. 4700 - 4704

Published: May 28, 2024

Cp

Language: Английский

Citations

6

Cp2Fe-Mediated Electrochemical Synthesis of Phosphorylated Oxindoles and Indolo[2,1-a]isoquinolin-6(5H)-ones DOI

Xiaocong Zhou,

Jian Wang, Yirui Shen

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(24), P. 17521 - 17526

Published: Nov. 22, 2023

An efficient and environmentally friendly electrochemical synthesis of phosphorylated oxindoles indolo[2,1-a]isoquinolin-6(5H)-ones mediated by readily available Cp2Fe has been developed, which illustrated a broad substrate scope diverse functional group compatibility. This protocol featured an external oxidant-free process was at room temperature, proposed to be driven the anodic oxidation Cp2Fe.

Language: Английский

Citations

9

Recent Strategies for the Synthesis of Ferrocene Derivatives and Their Applications to Electrochemistry DOI
Jung Min Joo, Soo Eun Park, Sohyeon Park

et al.

Synthesis, Journal Year: 2025, Volume and Issue: unknown

Published: May 5, 2025

Abstract Ferrocene, a highly redox-stable organometallic compound with distinctive sandwich-like structure, has significantly influenced the fields of electrochemistry, materials science, and medicinal chemistry. Modifying ferrocene core its side chains is crucial for fine-tuning redox properties, solubility, stability, thereby enhancing performance in various applications. This review discusses synthesis compounds potentially relevant to electrochemical applications, focusing on recent strategies nondirected C–H functionalization diverse reactions side-chain modifications. Advances activation ferrocenes have been facilitated by catalytic methods utilizing Pd, Ir, Au, In, Fe catalysts, as well through photoredox techniques. Furthermore, are modified via range mild transformations compatible core, including substitution annulation. These advancements synthesizing derivatives broadened their potential notably electron-transfer mediators, energy-storage systems, sensors. 1 Introduction 2 Nondirected Activation Ferrocene Its Derivatives 3 Side-Chain Modification 4 Applications Electrochemistry 5 Conclusion

Language: Английский

Citations

0

Accelerated Electrosynthesis Development Enabled by High-Throughput Experimentation DOI
Yiming Mo, Huijie Chen

Synthesis, Journal Year: 2023, Volume and Issue: 55(18), P. 2817 - 2832

Published: April 12, 2023

Abstract Electrochemical synthesis has recently emerged as an environmentally benign method for synthesizing value-added fine chemicals. Its unique reactivity attracted significant interests of synthetic chemists to develop new redox chemistries. However, compared conventional chemistry, the increased complexity caused by electrode materials, supporting electrolytes, and setup configurations create obstacles efficient reaction discovery optimization. The recent increasing adoption high-throughput experimentation (HTE) in chemistry significantly expedites development. Considering potential implementing HTE electrosynthesis tackle challenges parameter space, this short review aims at providing advances technology electrosynthesis, including electrocatalysts screening, device miniaturization, electroanalytical methods, artificial intelligence, system integration. discussed contents also cover some topics electrochemistry areas other than hoping spark inspirations readers use interdisciplinary techniques solve electrochemistry. 1 Introduction 2 Parallelized Reaction Screening 3 High-Throughput Electrocatalysts 4 Miniaturization Devices 5 Analytical Methods Electrosynthesis 6 Artificial Intelligence 7 Integrated Systems 8 Conclusion Outlook

Language: Английский

Citations

8

Selective Synthesis of Mono- and Bis-Phosphorylated (Dihydro)pyrans via TMSCl-Mediated Cascade Phosphorylation Cycloisomerization of Enynones DOI
Yi‐Feng Qiu, Qiang Wang,

Jian-He Cao

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 26, 2024

A chlorotrimethylsilane (TMSCl)-mediated cascade phosphorylation and cycloisomerization of enynones with diphenylphosphine oxides is presented. This methodology enables the highly selective synthesis monophosphorylated 2

Language: Английский

Citations

3