A5018172664- Catalytic C–H Functionalization Methods
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Sulfur-Based Synthesis Techniques
- Asymmetric Hydrogenation and Catalysis
- Synthesis and Catalytic Reactions
- Oxidative Organic Chemistry Reactions
- Catalytic Cross-Coupling Reactions
- Radical Photochemical Reactions
- Chemical Synthesis and Analysis
- Chemical Synthesis and Reactions
- Catalytic Alkyne Reactions
- Synthesis of Indole Derivatives
- Quinazolinone synthesis and applications
- Axial and Atropisomeric Chirality Synthesis
- Synthetic Organic Chemistry Methods
- Synthesis and Biological Evaluation
- Advanced Synthetic Organic Chemistry
- Multicomponent Synthesis of Heterocycles
- Crystallography and molecular interactions
- Organophosphorus compounds synthesis
- Synthesis and Reactivity of Heterocycles
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- Asymmetric Synthesis and Catalysis
- Phosphorus compounds and reactions
Hunan First Normal University
2018-2025
State Key Laboratory of Chemobiosensing and Chemometrics
2015-2025
Hunan University
2015-2025
Changsha University
2015-2019
State Council of the People's Republic of China
2017
University of Science and Technology of China
2005-2011
A Cu-catalyzed selective aerobic heterocoupling of terminal alkynes is disclosed, which enables the synthesis a broad range unsymmetrical 1,3-diynes in good to excellent yields. The results disprove long-held belief that homocouplings are exclusively favored Glaser-Hay reaction.
A general and efficient phosphorous acid-catalyzed cyclocondensation of β-ketoesters with o-aminobenzamides via selective C-C bond cleavage leading to quinazolinones is developed. This reaction proceeds smoothly under metal- oxidant-free conditions, giving both 2-alkyl- 2-aryl-substituted in excellent yields. strategy can also be applied the synthesis other N-heterocycles, such as benzimidazoles benzothiazoles.
Abstract With sunlight or blue LEDs irradiation, regioselective decarboxylative alkylation of various non‐aromatic heterocycles has been realized via C( sp 3 )‐centered radical 2 )−C( ) bond formation under oxidant‐free conditions at room temperature. This reaction readily incorporates functional alkyl groups into heterocyclic compounds without observation any rearrangement and represents a mild general tool for the preparation valuable group‐functionalized compounds. magnified image
Functional group substituted 1-naphthylamines, especially N-methylated ones, play important roles in numerous chemical and biological processes. However, these compounds' general step-economic syntheses are highly limited, which seriously restricts efforts to improve the properties develop new functions for this kind of compound. In report, we describe development an efficient, convenient, method synthesis valuable functionalized 1-naphthylamines directly from readily available terminal...
A facile, general, and economical synthesis of diversely functionalized pyrimidines has been realized under basic conditions via the copper-catalyzed cyclization ketones with nitriles. The reaction proceeds a novel pathway involving nitriles acting as electrophiles consecutive C–C bond two C–N formations shows broad substrate scope good tolerance many important functional groups. This strategy represents new platform for constructing pyrimidine structures.
For the first time, selective oxidative transformation of 2-naphthols with terminal alkynes is disclosed, which enables straightforward synthesis 2-arylnaphtho[2,1-b]furans in satisfactory yields under metal-free conditions. Mechanistic study suggests that reaction proceeds via free-radical-mediated sp2-C–H bond activation, C–C coupling, and C–O cyclization.
Benzoxazoles are crucial in pharmaceuticals, agrochemicals, and functional materials. Their simple, economical, green, efficient synthesis has attracted long‐standing interest synthetic chemistry. Herein, we present an extremely simple strategy for constructing benzoxazoles via the direct oxidative cyclization of readily available catechols primary amines, using DDQ/EA O₂/water systems, respectively. The system demonstrates distinct advantages substrate group compatibility. In contrast,...
Reductive functionalization of aldehydes and ketones is one the most challenging but ultimately rewarding areas in synthetic chemistry related sciences. We report a simple extremely versatile carbonyl reductive strategy achieving direct, highly selective, efficient amination, etherification, esterification, phosphinylation reactions (hetero)aryl ketones, which are or unattainable to achieve by traditional strategies, using only diphenylphosphine oxide an inorganic base. It enables modular...
A novel, transition-metal-free phosphorylation of cinnamic acids with P(O)H compounds has been developed via radical-promoted decarboxylation under mild conditions. This method provides simple, efficient, and versatile access to valuable (E)-alkenylphosphine oxides in satisfactory yields a wide variety substrates.
By photoredox-catalysis, alkylation/aryl C-H cyclization of readily available alkynylphosphine oxides towards benzo[b]phospholes has been realized under metal- and oxidant-free conditions at room temperature. This reaction incorporates various functionalized alkyl groups into the benzo[b]phosphole skeletons, representing a mild versatile tool for preparation valuable phosphole compounds.
A new pattern for difunctionalization of alkynes via a palladium-catalyzed regio- and stereoselective coupling–addition propiolates with arylsulfonyl hydrazides is disclosed. The approach enables the synthesis various highly functionalized (E)-vinylsulfones in satisfactory yields. Arylsulfonyl act as both aryl sulfonyl sources selective cleavage Ar(C)–S S–N bonds, which are simultaneously incorporated onto terminal carbon atom an alkyne molecule.
An alternative thioesterification reaction via copper-catalyzed oxidative coupling of readily available aroylhydrazides with disulfides is developed, in which expulsion N2 overcomes the activation barrier between carboxylic acid derivatives and products. The produces various thioesters good to excellent yields functional group tolerance. In reaction, stable easily are used as acyl sources relatively odorless S sources. Mechanistic investigations demonstrate that copper salt oxidant...
A palladium-catalyzed Sonogashira-type coupling between arylsulfonyl hydrazides and terminal alkynes via Ar(C)–S bond cleavage is disclosed, which enables the general synthesis of functionalized internal alkynes, especially Br-substituted ones, in good to excellent yields under acid- base-free conditions.
Oxidative C–C/P–H cross-coupling is achieved via Pd-catalyzed decarbonylative of aroylhydrazides with P(O)H compounds. The unique cooperative reaction system, especially the Brønsted acid and bidentate phosphine ligand, allows selective activation inert C–C bond suppression undesired oxidation coordination >P(O)–H compounds, leading to a general oxidative synthesis aryl phosphorus compounds from easily available substrates.
A selective functionalization of C–C═C bonds toward N–C═O is realized by an n-Bu4NI-catalyzed reaction 3-methylindoles with primary amines using TBHP as the unique oxidant. The systematic process involves oxygenation, nitrogenation, ring-opening, and recyclization, affording a broad range quinazolinones in good to excellent yields.
Using O2 as the oxidant, benzoxazole frameworks can be directly constructed from readily available phenols and primary amines in presence of NH4PF6 over copper under mild conditions. Mechanistic studies showed that a novel mechanism involving biphenyldiols o-quinones very possibly takes effect reaction, because both selectively give benzoxazoles reaction An unprecedented unstrained Caryl–Caryl bond cleavage place reaction.
Abstract Benzoxazoles extensively exist in biologically active compounds, natural products, pharmaceuticals and functional materials. Thus, facile green synthesis of such valuable compounds from easily available substrates will make a contribution to drug, material, fine chemistry. A method for the benzoxazoles catechols, aldehydes ammonium acetate is developed using NaIO 4 as oxidant under metal‐ additive‐free conditions. broad range including some fluorescent whitening agents, JTP‐426467...
Mn-Catalyzed oxidative amination of benzylic C(sp<sup>3</sup>)–H bonds with nitriles towards secondary amides in moderate to excellent yields.
A base-initiated thioesterification of amides with various thiols is reported. This reaction can take place efficiently under metal-free and air-atmospheric conditions, provides a facile practically useful approach to the synthesis valuable acyl thioesters.
A H3PO3-catalyzed alkylation of phenols with alkenes is achieved in a facile, efficient, and selective manner. The reaction shows unique selectivity, i.e., excellent regioselectivity, thorough suppression overalkylation, without simple phenyl ring, can selectively provide ortho-, meta-, or para-alkylated phenol derivatives good to yields. This feature along mild conditions, sensitive functional group tolerance, scale-up synthesis late modification phenolic bioactive compounds make it an...
A nitrogen atom transfer to organic molecules via Cu-mediated C-N triple bond cleavage is firstly developed, which provides a variety of functionalized aryl nitriles from the readily accessible acetonitrile and aldehydes.