A5005256512- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Catalytic C–H Functionalization Methods
- Luminescence and Fluorescent Materials
- Synthesis and Catalytic Reactions
- Sulfur-Based Synthesis Techniques
- Asymmetric Hydrogenation and Catalysis
- Catalytic Cross-Coupling Reactions
- Cyclopropane Reaction Mechanisms
- Molecular Sensors and Ion Detection
- Organic Electronics and Photovoltaics
- Chemical Synthesis and Reactions
- Radical Photochemical Reactions
- Supramolecular Chemistry and Complexes
- Conducting polymers and applications
- Crystallography and molecular interactions
- Supramolecular Self-Assembly in Materials
- Oxidative Organic Chemistry Reactions
- Nanomaterials for catalytic reactions
- Nanoplatforms for cancer theranostics
- Chemical Synthesis and Analysis
- Carbon dioxide utilization in catalysis
- Synthesis and Biological Evaluation
- Synthetic Organic Chemistry Methods
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Zhengzhou University
2015-2024
State Council of the People's Republic of China
2019
Southern Illinois University Carbondale
2012-2017
HaitiChildren
2017
Abstract C−H functionalization has been established as a powerful strategy for the commercial construction of organic molecules. This review encompasses most recent advances in activation catalyzed by earth‐abundant cobalt complexes, involving two types fundamental reaction paths, that is, concerted metalation–deprotonation (CMD) path associated with non‐oxidative and intermolecular single‐electron‐transfer (SET) path. Transformations high‐valent based on mechanisms used syntheses, including...
A new cobalt(II)-catalyzed decarboxylative C–H activation/annulation of benzamides and alkynyl carboxylic acids has been described. Alkynyl were first employed as the coupling partners using inexpensive Co(OAc)2·4H2O catalyst. This method enables a switchable cyclization to isoquinolones isoindolinones with excellent selectivity. Moreover, catalytic amount Ag2O was adopted co-catalyst O2 (from air) terminal oxidant for preparation isoquinolones.
Novel iodine-induced sulfonylation and sulfenylation of imidazopyridines have been described using sodium sulfinates as the sulfur source. This strategy enables highly selective difunctionalization imidazo[1,2-a]pyridine to access sulfones sulfides in good yields. A wide range substrates functional groups were well-tolerated under optimized conditions. Moreover, control experiments conducted, indicating a radical pathway involved reaction mechanisms.
A new method of cobalt-catalyzed amination arylamides with simple alkylamines is reported through C(sp2)–H bond functionalization. For the first time, inexpensive cobalt exploited as catalyst in using alkylamines.
A mixed directing-group strategy for inexpensive [Co(acac)3 ]-catalyzed oxidative C-H/C-H bond arylation of unactivated arenes has been disclosed. This enables the a wide range benzamide and arylpyridines effectively to afford novel bifunctionalized biaryls, which are difficult achieve by common synthetic routes. Two different pathways, namely, single-electron-transmetalation process (8-aminoquinoline-directed) concerted metalation-deprotonation (pyridine-directed), were involved activate...
Co(II)-catalyzed C–H C2 selective arylation of indoles with boronic acids through monodentate chelation assistance has been achieved for the first time. The unique features this methodology include mild reaction conditions, highly regioselectivity, and employment a Grignard reagent-free catalytic system. A wide range substrates, including unreactive arenes, are well tolerated, which enables construction coupling products efficiently. This new strategy provides an alternative versatile...
A series of novel ruthenium(II) complexes supported by a symmetrical NNN ligand were prepared and fully characterized. These exhibited good performance in transfer hydrogenation to form new C–C bonds using alcohols as the alkylating agents, generating water only byproduct. broad range substrates, including (hetero)aryl- or alkyl-ketones alcohols, well tolerated under optimized conditions. Notably, α-substituted methylene ketones also investigated, which afforded α-branched steric hindrance...
As a powerful synthetic tool for the formation of aromatic C–N bonds, reported transition-metal-catalyzed direct C–H amination has been ineffective synthesis triarylamines long time. Herein, an elegant strategy preparation was disclosed using inexpensive Co(OAc)2·4H2O as catalyst. It is noteworthy that unactivated arenes and simple anilines were employed starting materials with good functional group tolerance. In addition, organometallic Co(III) species isolated identified by X-ray...
A nickel(II)-catalyzed alkynylation/annulation cascade via double C–H cleavage has been successfully achieved. This methodology adopted a removable N,O-bidentate directing group with broad range of amide substrates and terminal alkynes being well tolerated. The catalytic system allowed for atom-economical environmentally benign one-pot construction the corresponding 3-methyleneisoindolin-1-one derivatives using O2 as external oxidant.
A copper-mediated direct C3 amination of imidazopyridines has been disclosed under additive-free conditions in short reaction times. This methodology utilizes commercially available N-fluorobenzenesulfonimide (NFSI) as the amino source, which exhibits broad substrate scope and good functional group tolerance. The obtained C3-aminated can undergo further desulfonylation transformations. Control experiments suggest that this probably proceeds via a free-radical mechanism. Moreover, NFSI also...
A sustainable and transition metal-free approach for C3 chalcogenation chalcogenocyanation of imidazopyridines with KXCN (X = S or Se) has been developed under mild conditions. Importantly, this reaction was performed in the presence catalytic iodine aqueous medium, which afforded either chalcogenated chalcogenocyanated temperature control. The current protocol featured a broad substrate scope, organic solvent-free conditions, operational convenience, gram-scale production.
An efficient Cp*Rh(III)-catalyzed selective bis-cyanation of arylimidazo[1,2-α]pyridines with N-cyano-N-phenyl-p-methylbenzenesulfonamide via N-directed ortho double C–H activation has been developed. The reaction proceeds broad functional group tolerance to furnish various cyanated imidazopyridines in high yields. current methodology exhibits unique characteristics, including selectivity, operational convenience, and gram-scale production.
A novel iron-involved tosylmethylation of imidazo[1,2-α]pyridines with p-toluenesulfonylmethyl isocyanide in a solvent mixture H2O and PEG400 under an Ar atmosphere has been developed. This protocol provides facile synthetic route for the functionalization imidazo[1,2-α]pyridine scaffold broad substrate compatibility, which is less expensive environmentally friendly. The current methodology could further enable regioselective C-H indole at C3 position. Also, was utilized as tosylmethylating...
A copper(I)-catalyzed sulfur-bridged dimerization of imidazopyridines has been developed using isothiocyanate as the sulfur source. This method enables a switchable synthesis bis(imidazo[1,2-a]pyridin-3-yl)sulfanes or bis(2-(imidazo[1,2-a]pyridin-2-yl)phenyl)sulfanes in presence 4-dimethylaminopyridine (DMAP) K2CO3 when different were employed. Under optimized conditions, variety obtained good yields. Moreover, thiourea was proved to be key intermediate under catalytic system A.
A copper-catalyzed δ-regioselective C(sp3)-H heteroarylation of N-fluorosulfonamides has been developed. broad range heteroarenes were well tolerated and reacted with various to give the corresponding heteroarylated amides in good yields. Notably, all types (1°, 2°, 3°) δ-C(sp3)-H bonds could be regioselectively activated through 1,5-HAT process. This protocol provides a practical strategy for functionalization via forging C(sp3)-C(sp2) bond.
The Sonogashira cross-coupling polymerization of a dibrominated cyclopenta[hi]aceanthrylene and diethynylfluorene derivative produced donor–acceptor copolymer composed solely cyclopenta-fused polycyclic aromatic hydrocarbons. resulting polymer displays low band gaps (<1.5 eV), dual absorption bands, electron-accepting behavior as demonstrated through fluorescence quenching poly(3-hexylthiophene).
A computational study on NHC-catalyzed intramolecular aldehyde–ketone crossed-benzoin reaction has been performed using a DFT method.
An efficient Cu-catalyzed direct sulfonylation of indolines with easily accessible sulfonyl chlorides has been realized under an air atmosphere via a chelation-assisted strategy. This protocol exhibits several unique characteristics, including broad substrate scope, good functional group tolerance, and operational convenience, which enable regioselective access to variety C-7 functionalized indoline scaffolds in moderate yields. The mechanistic study reveals that the radical might be...
A Rh(III)-catalyzed direct cyanation of 2H-indazoles with N-cyano-N-phenyl-p-toluenesulfonamide has been realized via a chelation-assisted strategy. The methodology enables regioselective access to various ortho-cyanated phenylindazoles in good yields broad substrate scope and functional group compatibility. obtained cyanated indazoles could further be converted into other value-added chemicals. Importantly, the current protocol is featured several characteristics, including novel cyanating...
Water-soluble metallo-supramolecular cages with well-defined nanosized cavities have a wide range of functions and applications. Herein, we design synthesize two series octahedral based on the self-assembly congeneric truxene-derived tripyridyl ligands modified polyethylene glycol (PEG) chains, i.e., monodispersed tetraethylene (TEG) polydispersed PEG-1000, four divalent transition metals (i.e., Pd, Cu, Ni, Zn). The resulting C1-C4 are fully characterized by electrospray ionization mass...
An ionic 2,6-bis(imidazo[1,2-α]pyridin-2-yl)pyridine-based N^N^N pincer ruthenium(II) complex exhibited high efficiency in the C–N bond formation between amines and alcohols by “borrowing hydrogen” (BH) or “hydrogen autotransfer” (HA) concept. The synthetic protocol selectively generated monoalkylated without of tertiary during reaction. unique selectivity enabled symmetrically asymmetrically substituted diamines. This methodology features several advantages including a low catalyst loading...