- Catalytic C–H Functionalization Methods
- Catalytic Cross-Coupling Reactions
- Synthesis and Catalytic Reactions
- Sulfur-Based Synthesis Techniques
- Catalytic Alkyne Reactions
- Cyclopropane Reaction Mechanisms
- Oxidative Organic Chemistry Reactions
- Chemical Synthesis and Reactions
- Asymmetric Hydrogenation and Catalysis
- Chemical Synthesis and Analysis
- Synthesis and Biological Evaluation
- Synthetic Organic Chemistry Methods
- Click Chemistry and Applications
- Asymmetric Synthesis and Catalysis
- Fluorine in Organic Chemistry
- Multicomponent Synthesis of Heterocycles
- Radical Photochemical Reactions
- Synthesis and biological activity
- Synthesis and Characterization of Pyrroles
- Chemical synthesis and alkaloids
- Synthesis of heterocyclic compounds
- Carbon dioxide utilization in catalysis
- Axial and Atropisomeric Chirality Synthesis
- Quinazolinone synthesis and applications
- Advanced Synthetic Organic Chemistry
South China University of Technology
2016-2025
State Key Laboratory of Luminescent Materials and Devices
2019-2025
Key Laboratory of Guangdong Province
2018-2025
Shaanxi University of Science and Technology
2024
State Key Laboratory of Pulp and Paper Engineering
2022-2023
Dalian Maritime University
2020-2023
Shanghai International Studies University
2022
Sun Yat-sen University
2022
State Council of the People's Republic of China
2019
Green Chemistry
2018
Oxidation reactions are central components of organic chemistry, and modern synthesis increasingly requires selective mild oxidation methods. Although researchers have developed new methods in recent years, the chemistry community faces continuing challenges to use "green" reagents maximize atom economy. Undoubtedly, with its low cost lack environmentally hazardous byproducts, molecular oxygen (O(2)) is an ideal oxidant. However, relatively limited methodologies available that O(2)...
Sulfone derivatives are important synthetic intermediates. However, the general method for their preparation is through traditional coupling reaction: alkylation of sodium sulfinates with phenacyl halides. Based on our previous work and oxime acetates, we herein report a novel sulfone by oxidative acetates using copper as catalyst. The sulfonylvinylamine products could be formed in excellent yields. Upon hydrolysis silica gel CH2 Cl2 , β-ketosulfones also efficiently constructed. Various...
Inspired by the need for green and sustainable chemistry, modern synthetic chemists have been seeking general practical ways to construct complex molecules while maximizing atom economy minimizing steps. Over past few decades, considerable progress has made fulfill these goals taking advantage of transition metal catalysis chemical reagents with diverse tunable reactivities. In recent years, haloalkynes emerged as powerful versatile building blocks in a variety transformations, which can be...
A simple, practical, and highly efficient synthesis of pyrazoles indazoles via copper-catalyzed direct aerobic oxidative C(sp(2))-H amination has been reported herein. This process tolerated a variety functional groups under mild conditions. Further diversification was also investigated, which provided its potential for drug discovery.
A regio- and stereoselective synthesis of sulfones thioethers by means Cu(I)-catalyzed aerobic oxidative N-S bond cleavage sulfonyl hydrazides, followed cross-coupling reactions with alkenes aromatic compounds to form the C sp 2-S bond, is described herein. N2 H2O are byproducts this transformation, thus offering an environmentally benign process a wide range potential applications in organic medicinal chemistry.
ConspectusSelective oxidation, a fundamental organic transformation of critical importance, produces value-added products from simple molecules. This process is extensively used to incorporate heteroatoms into carbon-based molecules, where high-valent metal salts, hypervalent halogen reagents, and peroxides are widely as oxidants. Oxidation reactions extremely challenging because their selectivity hard control and/or they form significant quantities unwanted waste derived the stoichiometric...
A new and convenient method for the construction of sulfonamides via a copper-catalyzed oxidative coupling between sodium sulfinates amines with 1 atm O2 or DMSO as oxidant was described. This provides efficient robust synthesis functional in good yields excellent chemoselectivity. And detailed mechanistic studies showed that this transformation may go through single electron transfer (SET) pathway.
A transition-metal-free synthesis of vinyl sulfones, utilizing sodium sulfinates and cinnamic acids through tandem cross-decarboxylative/coupling reactions, has been developed.
An efficient and convenient method was developed for the formation of 2-substituted benzothiazoles via a copper-catalyzed condensation 2-aminobenzenethiols with nitriles. The is applicable to wide range nitriles containing different functional groups furnishing excellent yields corresponding products.
A Cu-catalyzed [3+2]-type condensation reaction of oxime acetates and dialkyl acetylenedicarboxylates that provides highly substituted pyrroles under aerobic conditions is described. The newly formed are easily employed for further transformations to prepare pyrrolo[2,1-a]isoquinoline skeletons.
A convenient protocol for the synthesis of sulfonylated benzofurans via Ag-catalyzed oxidative cyclization has been established. Chemically stable and easily available sodium sulfinates were used as sulfonylation reagents building block heterocycle construction. With this novel strategy, various bearing dual functional groups could be obtained in good yields with high chemo- regioselectivities under mild conditions.
A robust and regioselective copper(II)-catalyzed cycloaddition of internal alkynes nitriles providing an effective access to oxazole fragments is reported herein. Water substantially participated in this reaction. Control experiments proposed that transformation may proceed via enamide intermediate. This strategy enables the preparation core structure a COX-2 inhibitor.
A regioselective synthesis of 2,5-disubstituted furans using copper(I) catalyst from haloalkynes in a one-pot procedure has been reported. This chemistry proceeds through the hydration reaction 1,3-diynes, which can be readily prepared coupling presence CuI. The also used for facile thiophenes.
Abstract An efficient copper‐catalyzed method for the synthesis of 2‐haloimidazopyridines with aminopyridines and haloalkynes using molecular oxygen as oxidant in a one‐pot manner has been developed. In this process, reaction appears to be very general suitable construction variety 2‐halo‐substituted imidazopyridines, imidazopyrazines imidazopyrimidines. The intermolecular oxidative diamination was achieved first time. Importantly, mild conditions conversion alkyl‐substituted are great...
A concise copper-catalyzed N-O bond cleavage/C-C/C-N formation procedure has been described for the synthesis of multisubstituted pyridines. Various oxime acetates, activated methylene compounds, and a wide range aldehydes bearing aryl, heteroaryl, vinyl, trifluoromethyl groups were employed to provide tri- or tetrasubstituted pyridines with flexible substitution patterns. Moreover, this method features inexpensive catalysts, no need extra oxidant, high step-enconomy, which make it pratical...
A new strategy for 2-aminothiazoles is developed via the copper-catalyzed coupling of oxime acetates with isothiocyanates. Various 4-substituted and 4,5-disubstituted were formed smoothly under mild reaction conditions. This process involved N–O bond cleavage, activation vinyl sp2 C–H bonds, C–S/C–N formations. It noteworthy that used not only as a substrate but also single oxidant.
A metal-free process for the synthesis of 2-aminobenzothiazoles from cyclohexanones and thioureas has been developed using catalytic iodine molecular oxygen as oxidant under mild conditions. Various 2-aminobenzothiazoles, 2-aminonaphtho[2,1-d]thiazoles, 2-aminonaphtho[1,2-d]thiazoles were prepared via this method in satisfactory yields.
Ionic liquids (ILs) can behave as green solvents in comparison with conventional organic solvents, but more often they also act ligands, co‐catalysts, and stabilizing agents both for metal active species intermediates of catalytic systems. In this review we have mainly summarized the recent achievements (2013 to present) Pd‐catalyzed cross‐coupling ILs assembly structurally diverse highly functionalized molecules, focus on cascade reactions triggered by nucleopalladation, Suzuki coupling,...
This review summarized the recent developments in palladium-catalyzed C–S bond formation involving sulfenylation and sulfonylation reactions.
Abstract A highly efficient and mild palladium‐catalyzed, one‐pot, four‐step cascade annulation has been developed to afford functionalized β‐ γ‐lactones in moderate good yields with high regio‐ diastereoselectivities ionic liquids. The employment of liquids under reaction conditions makes this transformation green practical. Especially, provided a novel convenient methodology for the construction naturally occurring biologically active γ‐lactones.
A facile and versatile catalytic system involving copper catalyst, K3PO4 as the base, O2 oxidant has been developed to enable efficient synthesis of 2,4,6-trisubstituted 2,6-disubstituted 1,3,5-triazines 1,3-disubstituted 1,2,4-triazoles from amidines with trialkylamines, DMSO, DMF reaction partners, respectively. This protocol features inexpensive metal green oxidant, good functional group tolerance, high regioselectivity, providing an entry those products that are challenging prepare by...
A novel and efficient palladium-catalyzed dehydrogenative aminohalogenation of alkenes with molecular oxygen as the sole oxidant has been developed. This protocol provides a valuable synthetic tool for assembly wide range brominated enamines under mild conditions, unprecedented stereoselectivity exceptional functional group tolerance. attractive route synthesis is great significance due to products' versatile reactivity further transformations.