Selective and scalable oxygenation of heteroatoms using the elements of nature: air, water, and light DOI Creative Commons
Damiano Diprima, Hannes P. L. Gemoets, Stefano Bonciolini

и другие.

Beilstein Journal of Organic Chemistry, Год журнала: 2023, Номер 19, С. 1146 - 1154

Опубликована: Июль 31, 2023

Sustainable oxidation protocols aim to provide an environmentally friendly and cost-effective method for the production of various chemicals materials. The development such can lead reduced energy consumption, fewer harmful byproducts, increased efficiency in industrial processes. As such, this field research is great importance interest both academia industry. This work showcases a sustainable catalyst-free heteroatoms (e.g., S, P, Se) using only air, water light. An additional reaction pathway proposed which incorporated oxygen on originates from water. Furthermore, addition certain additives enhances productivity by affecting kinetics. potential demonstrated conveniently transferring batch protocol continuous flow HANU reactor, indicating scalability improving safety.

Язык: Английский

Synthesis of Thioethers via Nickel-Catalyzed Cross-Coupling of Aryl Halides with Ketene Dithioacetal DOI

Baolong Xu,

Shaowen Ling,

Shengping Zheng

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Фев. 9, 2025

Herein, we present a nickel-catalyzed C–S cross-coupling between aryl halides and ketene dithioacetals under "base-free" conditions without an exogenous ligand. By employing easily available as sulfide donors, this reaction affords broad range of unsymmetrical alkyl-aryl sulfides using odorous toxic thiols. The newly developed catalytic methodology features excellent functional group tolerance, wide substrate scope, diverse downstream synthesis. Preliminary mechanism investigations reveal that Ni(I)/Ni(III) cycle might be involved.

Язык: Английский

Процитировано

1

Sulfoxide and Sulfone Synthesis via Electrochemical Oxidation of Sulfides DOI

Jin Kyu Park,

Sunwoo Lee

The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(19), С. 13790 - 13799

Опубликована: Сен. 22, 2021

The oxidation of diaryl sulfides and aryl alkyl to the corresponding sulfoxides sulfones under electrochemical conditions is reported. Sulfoxides are selectively obtained in good yield a constant current 5 mA for 10 h DMF, while formed as major product or 20 MeOH. oxygen both sulfoxide sulfone function derived from water.

Язык: Английский

Процитировано

46

Scalable selective electrochemical oxidation of sulfides to sulfoxides DOI

Zihao Fu,

Haodong Tian,

Shao‐Fei Ni

и другие.

Green Chemistry, Год журнала: 2022, Номер 24(12), С. 4772 - 4777

Опубликована: Янв. 1, 2022

An electrochemical protocol for the selective oxidation of sulfides to sulfoxides has been developed in which NaCl plays a dual role: (1) as an electrolyte transformations and (2) redox mediator avoid sensitive functional groups.

Язык: Английский

Процитировано

30

Bi4O5Br2 catalyzed selective oxidative of C=C double bonds to ketones with molecular oxygen under visible-light irradiation DOI
Tianxiang Liu, Fei Xue, Ziren Chen

и другие.

Journal of Catalysis, Год журнала: 2022, Номер 414, С. 76 - 83

Опубликована: Сен. 1, 2022

Язык: Английский

Процитировано

21

Boosting Electrocatalytic Performance of Sulfide Oxidation on Polyoxomolybdates with Synergistic Effects of CNT‐Doped Aerogel Foams DOI Open Access

Chuanheng Dong,

Xiaona Liu,

Zhen Li

и другие.

Advanced Functional Materials, Год журнала: 2024, Номер unknown

Опубликована: Окт. 25, 2024

Abstract The meticulous design of highly efficient indirect electrocatalysts with value‐added conversion properties remains a substantial challenge within the realm organic catalysis. While polyoxometalates (POMs) serve as crucial active centers in catalytic modeling systems for chemical materials, their exploration electrocatalytic molecular transformations is hindered by kinetic barriers. Therefore, an protocol established synthesis utilizing polyoxomolybdates (CuMo 6 ) immobilized on aerogel foams (CMC). electrical conductivity and activities electrocatalyst /CNT@CMC) can be readily enhanced adjusting microenvironment between CuMo CMC using carbon nanotubes (CNT). Controlled experiments demonstrate that /CNT@CMC oxidation sulfide achieves impressive Faradaic Efficiency (FE) exceeding 95% under ambient conditions, while working potential markedly lower than reported heterogeneous electrocatalysts. Combined experimental theoretical analyses suggest modulated electronic synergistic interaction Cu‐assisted Mo sites CNT foam favors appropriate binding PhCH 3 S +• intermediates, thereby promoting selective sulfides. This study paves way utilization polyoxometalate‐based materials simple methods various applications.

Язык: Английский

Процитировано

4

Efficient and eco-friendly oxidative cleavage of C–C bonds of 1,2-diols to ketones: electrochemistry vs thermochemistry DOI
Rui Wang, Pengchao Sun, Weiwei Jin

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(10), С. 2664 - 2670

Опубликована: Янв. 1, 2022

Two protocols are established to the synthesis of ketones by oxidative cleavage C-C bonds vicinal diols under electrochemical and thermochemical strategies. The substrate scopes preliminary mechanisms these two discussed.

Язык: Английский

Процитировано

17

Electrochemical Promoted Three-Component Trifluoromethylation/Spirocyclization Reaction of N-Arylsulfonylacrylamides to 4-Azaspiro[4.5]decanes DOI

Zhi-Long Lei,

Tai-Chen Liu,

Fei‐Hu Cui

и другие.

Organic Letters, Год журнала: 2023, Номер 25(32), С. 6001 - 6005

Опубликована: Авг. 7, 2023

An electrochemical facilitated three-component trifluoromethylation/spirocyclization reaction of N-(arylsulfonyl)acrylamides, CF3SO2Na, and H2O has been developed. Without the requirement chemical oxidants, a number unexplored trifluoromethylated 4-azaspiro[4.5]decanes were obtained in satisfactory yields under mild conditions. This work provides new synthetic strategy for fluorine-containing spirocyclic compounds shows perspective reactivity study N-(arylsulfonyl)acrylamides.

Язык: Английский

Процитировано

11

A green and sustainable selective oxidation of aromatic sulfides to sulfoxides derivatives via graphite electro-catalysed reaction with sodium bromide DOI
Indah Raya, Usama S. Altimari,

Baraa G. Alami

и другие.

Journal of Molecular Structure, Год журнала: 2023, Номер 1293, С. 136271 - 136271

Опубликована: Июль 21, 2023

Язык: Английский

Процитировано

10

Investigating the Potency of a Phenalenyl-Based Photocatalyst under the Photoelectrochemical Condition for Intramolecular C–S Bond Formation DOI
Partha Pratim Sen, Nayan Saha, Sudipta Raha Roy

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(2), С. 907 - 920

Опубликована: Янв. 4, 2024

Implementation of an organic molecular photocatalyst for photoelectrochemical (PEC) transformations has been a highly demanding aspect that not yet mapped out extensively. Herein, we have unveiled the efficacy phenalenyl-based toward intramolecular C–S bond construction reactions under mild conditions. This phenalenyl core, which contains vacant NBMO, acts as electron reservoir, thereby facilitating formation contact ion pair with electron-rich systems through transfer photoexcitation and aiding in catalytic regeneration by anodic oxidation single pot. Detailed mechanistic investigation using UV–visible spectral analysis, cyclic voltammetry experiments, computational calculations revealed prior EDA complex between substrate triggers this PEC process. unified strategy was successfully implemented six different to synthesize heterocycles make protocol appealing synthesis bonds.

Язык: Английский

Процитировано

4

Low‐Voltage‐Driven Electrochemical Aerobic Oxygenation with Flavin Catalysis: Chemoselective Synthesis of Sulfoxides from Sulfides DOI

Taiga Mizushima,

Marina Oka,

Yasushi Imada

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(14), С. 2443 - 2448

Опубликована: Июнь 4, 2022

Abstract The chemoselective electrochemical oxygenation of sulfides to sulfoxides is performed using a biomimetic flavin catalyst that enables the activation molecular oxygen under low cathode potential. Diverse functional groups, including alcohols, ketones, aldehydes, cyclopropane, carboxylic acids, pyridine, alkenes, and alkynes, are well tolerated low‐voltage electrolytic conditions. magnified image

Язык: Английский

Процитировано

11