A5084681681- Sulfur-Based Synthesis Techniques
- Catalytic C–H Functionalization Methods
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Organoselenium and organotellurium chemistry
- Fluorine in Organic Chemistry
- Synthesis and Catalytic Reactions
- Chemical Synthesis and Reactions
- Oxidative Organic Chemistry Reactions
- Asymmetric Synthesis and Catalysis
- Carbohydrate Chemistry and Synthesis
- Synthesis and Characterization of Pyrroles
- Synthetic Organic Chemistry Methods
- Advanced Chemical Physics Studies
- Cyclopropane Reaction Mechanisms
- Vanadium and Halogenation Chemistry
- Antimicrobial Peptides and Activities
- Click Chemistry and Applications
- Protein Hydrolysis and Bioactive Peptides
- Synthesis of Indole Derivatives
- Coordination Chemistry and Organometallics
- Surface Chemistry and Catalysis
- Catalytic Cross-Coupling Reactions
- Catalysis and Oxidation Reactions
- Essential Oils and Antimicrobial Activity
Sun Yat-sen University
2015-2025
Fudan University
2019
Abstract An efficient approach for organoselenium‐catalyzed regioselective C−H pyridination of 1,3‐dienes to form pyridinium salts has been developed. This method was also successfully applied direct alkenes. Fluoropyridinium reagents, or initially loaded pyridine derivatives, acted as sources in the reactions. The obtained could be further converted under different conditions. work is first example catalytic C‐2 functionalization and case pyridination.
An efficient route to prepare 3-amino allylic alcohols in excellent regio- and stereoselectivity the presence of bases by orangoselenium catalysis has been developed. In absence α,β-unsaturated aldehydes were formed up 97% yield. Control experiments reveal that hydroxy group is crucial for direct amination.
ConspectusAsymmetric electrophilic reactions provide an ideal method for the construction of chiral molecules by incorporating one or more functional groups into parent substrates under mild conditions. However, due to issues reactivities species and possible racemization intermediates as well restriction scaffolds catalysts, many limitations remain in this field, such narrow scopes electrophiles limited types nucleophiles reactions. To overcome synthesis diversified molecules, we developed...
Enantioselective difunctionalization of alkenes offers a straightforward means for the rapid construction enantioenriched complex molecules. Despite tremendous efforts devoted to this field, enantioselective aminative remains challenge, particularly through an electrophilic addition fashion. Herein, we report unprecedented approach via copper-catalyzed with external azo compounds as nitrogen sources. A series valuable cyclic hydrazine derivatives either [3 + 2] cycloaddition or...
Unprecedented selenium-catalyzed propargylic oxidation of alkynes is disclosed. Various propargylphosphonates and 3-alkynoates were efficiently converted to valuable ynones via unusual C–C triple bond migration deselenenylation at a vinyl carbon. By the strategies tautomerization enamine intermediate SN2 displacement, similar conditions effective for oxidative difunctionalization ynamides afford multisubstituted oxazoles with high regioselectivity. Mechanistic studies revealed these detailed...
Abstract Organoselenium catalysis has attracted increasing interest in recent years. This Cluster highlights key advances this area regarding the functionalization of alkenes, alkynes, and arenes by electrophilic selenium catalysis, selenonium salt selenium-based chalcogen-bonding Lewis basic catalysis. These achievements might inspire help future research. 1 Introduction 2 Electrophilic Selenium Catalysis 3 Selenonium Salt 4 Selenium-Based Chalcogen-Bond 5 Basic Selenide 6 Conclusion
An efficient route for the synthesis of saturated thiocyano-containing azaheterocycles by selenide-catalyzed regio- and stereoselective thiocyanoaminocyclization alkenes is disclosed. The desired products were obtained in moderate to high yields under mild conditions. generality this method was elucidated its application thiocyano oxycyclization alkenes.
Electrophilic halogenation of alkenes is a powerful transformation offering convenient route for the construction valuable functionalized molecules. However, as highly important reaction in this field, catalytic asymmetric intermolecular iodinative difunctionalization remains formidable challenge. Herein, we report that an efficient Lewis basic chiral sulfide-catalyzed approach enables reaction. By approach, challenging substrates such γ,γ-disubstituted allylic sulfonamides and...
Aliphatic azides are an important class of nitrogen‐containing compounds found in numerous biologically active molecules. Besides, they also serve as useful building blocks owning to their remarkable reactivities. Catalytic azidation alkenes is efficient way produce aliphatic azides. In this respect, azidated chiral molecules can be formed if a catalyst used. The last quarter century has witnessed burgeoning new methods for catalytic enantioselective azidative functionalization yield alkyl...
An acid/DEAD system for oxidative cleavage of S–S and Se–Se bonds to generate chalcogenium ions has been developed. These could be captured by nucleophile-tethered alkenes nucleophilic aryl reagents such as arylboronic acids arenes give chalcogenides.
Abstract An unprecedented approach for efficient synthesis of functionalized allylic gem‐difluorides via catalytic fluorinative Meyer–Schuster‐like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low‐cost B–F reagents electrophilic by sulfide catalysis. A series iodinated, brominated, trifluoromethylthiolated that were difficult to access other methods facilely produced a wide range functional groups. Importantly, the obtained...
Selenium catalysis has become an exciting area in organic synthesis. In various selenium-catalyzed reactions, different substrates have been utilized. However, alkynes as received much less attention than other such alkenes although the triple bond of possesses versatile reactivities. This review summarizes progress alkyne functionalization.
An efficient approach for organoselenium-catalyzed regioselective C−H pyridination of 1,3-dienes to form pyridinium salts has been developed. This method was also successfully applied direct alkenes. Fluoropyridinium reagents, or initially loaded pyridine derivatives, acted as sources in the reactions. The obtained could be further converted under different conditions. work is first example catalytic C-2 functionalization and case pyridination.
An efficient protocol of enantioselective thiolative azidation sulfone-tethered alkenes via a chiral chalcogenide catalyzed electrophilic reaction is disclosed. A series enantioenriched sulfones bearing remote stereogenic centers was achieved with good yields and high enantioselectivities linear unsaturated cyclic sulfones. Mechanistic studies revealed the importance sulfone group in improvement reactivity enantioselectivity reaction.
An efficient and practical route for the synthesis of β-amino sulfides by Lewis acid-mediated electrophilic thiolative difunctionalization enimides is disclosed. A series free phenols, electron-rich arene, alcohol, azide, hydride, are successfully incorporated into substrates in high regio- stereoselectivities under mild conditions. The obtained products possess multiple functional groups can be easily transformed to other valuable molecules.
Compared to well-developed catalytic 1,2-diazidation of alkenes produce vicinal diazides, the corresponding 1,1-diazidation yield geminal diazides has not been realized. Here we report an efficient approach for by redox-active selenium catalysis. Under mild conditions, electron-rich aryl with Z or E Z/E mixed configuration can undergo migratory give a series functionalized monoalkyl dialkyl that are difficult access other methods. The method is also effective construction polydiazides....
An efficient approach for the organoselenium-catalyzed aza-Wacker reaction of olefinic hydrazones and an oxime to form isoquinolinium imides isoquinoline N-oxide is developed. This transformation involves a direct intramolecular C–H amination using as imine-type nitrogen sources. work not only provides new construction derivatives, but also expands scope sources in electrophilic selenium catalysis.
An approach for the efficient synthesis of halogenated hydrazines via acid-mediated electrophilic hydrazinative halogenation alkenes is disclosed. This transformation proceeds with readily available diethyl azodicarboxylate as a hydrazine source and low-cost potassium halides nucleophilic halogen sources. A series iodinated, brominated, chlorinated are facilely produced wide range functional groups. The obtained products good platform molecules. They can be conveniently converted into...
An efficient approach for the construction of enantioenriched γ-azido nitriles through chiral sulfide-catalyzed asymmetric electrophilic thioazidation allylic is disclosed. A wide range electron-deficient and -rich aryl, heterocyclic alkyl substituents are suitable on substrates nitriles. The regio-, enantio-, diastereoselectivities reactions excellent. As versatile platform molecules, obtained can be easily converted into high-value-added molecules that not accessed by other methods....
Abstract An unprecedented approach for efficient synthesis of functionalized allylic gem‐difluorides via catalytic fluorinative Meyer–Schuster‐like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low‐cost B–F reagents electrophilic by sulfide catalysis. A series iodinated, brominated, trifluoromethylthiolated that were difficult to access other methods facilely produced a wide range functional groups. Importantly, the obtained...
Antimicrobial peptides are components of the innate immune systems in animals and plants as natural defense against pathogens. Critical issues like manufacturing costs have to be addressed before mass production these for agriculture or community sterilizations. Here, we report a cost-effective chemical synthesis method produce antimicrobial cocktails, which was based on heat conjugation amino acids presence phosphoric acid plant oil at 150 °C. The conjugates showed potent biological...