A5101880937- Fluorine in Organic Chemistry
- Sulfur-Based Synthesis Techniques
- Inorganic Fluorides and Related Compounds
- Cyclopropane Reaction Mechanisms
- Synthesis and Reactions of Organic Compounds
- Energetic Materials and Combustion
- Catalytic Processes in Materials Science
- Pesticide and Herbicide Environmental Studies
- Thermal and Kinetic Analysis
- Synthesis and Biological Evaluation
- Radioactive element chemistry and processing
- Synthesis and Catalytic Reactions
- Diamond and Carbon-based Materials Research
- Organic and Inorganic Chemical Reactions
- Phenothiazines and Benzothiazines Synthesis and Activities
- Pharmaceutical and Antibiotic Environmental Impacts
- Wastewater Treatment and Nitrogen Removal
- Polymer Science and PVC
- Advanced Sensor and Energy Harvesting Materials
- Structural and Chemical Analysis of Organic and Inorganic Compounds
- Synthesis and Reactivity of Heterocycles
- Innovative Microfluidic and Catalytic Techniques Innovation
- Synthesis of Indole Derivatives
- Organic Chemistry Cycloaddition Reactions
- Anaerobic Digestion and Biogas Production
Shanghai Institute of Organic Chemistry
2012-2024
Chinese Academy of Sciences
2011-2024
Sichuan University
2015-2024
University of Chinese Academy of Sciences
2017-2022
Huaqiao University
2022
Nanchang University
2010-2020
Shanghai Institute of Technology
2017
Yangzhou University
2014
Hsin Sheng College of Medical Care and Management
2010
Zhejiang University
2006
A Cu-mediated ligandless aerobic fluoroalkylation of arylboronic acids under mild conditions is described for the first time. The reaction tolerates a wide range functional groups, allowing further transformation. Mechanistic studies suggest that [RfCu] active Cu species forms desired perfluoroalkylarenes and generated from [PhCu] by either an oxidative addition/reductive elimination mechanism or nucleophilic substitution via halogen "ate" intermediate.
Abstract An electrophilic shelf‐stable monofluoromethylthiolating reagent S ‐(fluoromethyl) benezenesulfonothioate ( 1 ) was developed. In the presence of a copper catalyst, coupled with variety aryl boronic acids to give corresponding monofluoromethylthiolated arenes in high yields. addition, addition alkyl alkenes silver catalyst gave monofluoromethylthioethers
Abstract Two electrophilic monofluoromethylating reagents, monofluoromethyl(phenyl)sulfonium bis(carbomethoxy)methylide ( 3 a ) and monofluoromethyl(4‐nitrophenyl)sulfonium b ), their reactions under mild conditions with variety of nucleophiles, such as alcohols malonate derivatives, sulfonic carboxylic acids, phenols, amides, N heteroarenes, are described. Mechanistic studies deuterated reagents [D 2 ] /[D suggest that these monofluoromethylation proceed through an substitution pathway.
A general method for the preparation of fluoroalkylthioesters including trifluoromethylthio/pentafluoroethylthio/difluoromethylthio/monofluoromethylthio-esters from aldehydes and a corresponding fluoroalkylthiolating reagent was reported.
A shelf-stable and easily convertible reagent for the preparation of diversified fluoroalkylthiolated compounds, [[(ethoxycarbonyl)difluoromethyl]thio]phthalimide, was developed. [[(Ethoxycarbonyl)difluoromethyl]thio]phthalimide is an efficient electrophilic fluoroallylthiolating that reacted with electron-rich heteroarenes/arenes, β-ketoesters, oxindoles, benzofuranones, thiols. More importantly, ethoxycarbonyl group resulting compounds could be converted into various other functional...
The development of a thermally stable and light-insensitive nucleophilic trifluoromethoxylative reagent [Ag(bpy)(PPh<sup>t</sup>Bu<sub>2</sub>)(OCF<sub>3</sub>)] <bold>2</bold>, which was synthesized in high yields <italic>via</italic> three-step one-pot process from easily available trifluoromethyl triflate (TFMT) AgF at room temperature, is described.
The fabrication of self-healing elastomers with high thermal stability for use in extreme conditions such as aerospace remains a major challenge. A strategy preparing stable covalent bonds and dynamic metal-ligand coordination interactions crosslinking sites polydimethylsiloxane (PDMS) is proposed. added Fe (III) not only serves the point at room temperature which crucial performance, but also plays role free radical scavenging agent temperatures. results show that PDMS possessed an initial...
Many trifluoromethoxylation approaches often proposed nucleophilic AgIOCF3 as a key intermediate. However, the structure of this intermediate remains elusive. Herein, thermally stable, light-insensitive trifluoromethoxylating reagent [Ag(PPhtBu2)(OCF3)] (1) was prepared and fully characterized. Reagent 1 reacted with variety alkyl electrophiles including benzyl bromodes/chlorides, primary bromides/iodides/triflates/nosylates, secondary bromides/triflates/nosylates in good to excellent...
Abstract A new shelf‐stable and easily scalable difluoromethylthiolating reagent S ‐(difluoromethyl) benzenesulfonothioate (PhSO 2 SCF H) was developed. PhSO H is a powerful for radical difluoromethylthiolation of aryl alkyl boronic acids, decarboxylative aliphatic phenylsulfonyl‐difluoromethylthio difunctionalization alkenes under mild reaction conditions.
Abstract Two electrophilic monofluoromethylating reagents, monofluoromethyl(phenyl)sulfonium bis(carbomethoxy)methylide ( 3 a ) and monofluoromethyl(4‐nitrophenyl)sulfonium b ), their reactions under mild conditions with variety of nucleophiles, such as alcohols malonate derivatives, sulfonic carboxylic acids, phenols, amides, N heteroarenes, are described. Mechanistic studies deuterated reagents [D 2 ] /[D suggest that these monofluoromethylation proceed through an substitution pathway.
A new method for the 100 g scale synthesis of N-difluoromethylthiophthalimide 1 from cheap commodity chemical benzyl mercaptan and HCF2Cl or other difluorocarbene precursors was described. Reagent is an excellent electrophilic difluoromethylthiolating reagent as demonstrated by gram-scale five difluoromethylthiolated derivatives structurally complicated drug-like molecules natural products.
A highly reactive electrophilic bromodifluoromethylthiolating reagent, α-cumyl bromodifluoro-methanesulfenate 1, was prepared to allow for direct bromodifluoromethylthiolation of aryl boron reagents. This coupling reaction takes place under copper catalysis, and affords a large range bromodifluoromethylthiolated arenes. These compounds are amenable various transformations including halogen exchange with [
A transition-metal-free direct trifluoromethylthiolation of the ipso-carbon lithium aryl boronates with trifluoromethanesulfenate under mild conditions was described. In addition, late-stage site-selective C-H borylation/trifluoromethylation and C-Cl borylation/trifluoromethylthiolation biologically active molecules developed. Initial mechanistic study suggested that Li+ cation plays a vital role by coordinating to oxygen atom an boronate complex reagent, thus allowing group directly attack...
Abstract A highly efficient Pd‐catalyzed difluoromethylthiolation of aryl chlorides, bromides and triflates is described. variety halides with common functional groups were difluoromethylthiolated in moderate to excellent yields. Furthermore, several natural, drug material molecules containing an chloride, bromide, phenol unit successfully difluoromethylthiolated, thus providing medicinal chemists a general method for late‐stage leading compounds.