A5046739580- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Catalytic C–H Functionalization Methods
- Catalytic Alkyne Reactions
- Radical Photochemical Reactions
- Sulfur-Based Synthesis Techniques
- Oxidative Organic Chemistry Reactions
- Asymmetric Hydrogenation and Catalysis
- Synthetic Organic Chemistry Methods
- Chemical Synthesis and Reactions
- Cyclopropane Reaction Mechanisms
- Organoboron and organosilicon chemistry
- Crystallography and molecular interactions
- Catalytic Cross-Coupling Reactions
- Retinoids in leukemia and cellular processes
- Phytochemical compounds biological activities
- Axial and Atropisomeric Chirality Synthesis
- Advanced Synthetic Organic Chemistry
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- Protein Kinase Regulation and GTPase Signaling
- Inorganic and Organometallic Chemistry
- Chemical Synthesis and Analysis
- Histone Deacetylase Inhibitors Research
- Synthesis and Catalytic Reactions
- Synthesis and biological activity
Shenyang Pharmaceutical University
2013-2024
The University of Texas at San Antonio
2017-2021
Boronic acids are centrally important functional motifs and synthetic precursors. Visible light-induced borylation may provide access to structurally diverse boronates, but a broadly efficient photocatalytic method that can effect of wide range substrates, including strong C–O bonds, remains elusive. Herein, we report general, metal-free visible platform enables electron-rich derivatives phenols anilines, chloroarenes, as well other haloarenes. The reaction exhibits excellent group...
Direct conversion of renewable biomass and bioderived chemicals to valuable synthetic intermediates for organic synthesis materials science applications by means mild chemoselective catalytic methods has largely remained elusive. Development artificial systems that are compatible with enzymatic reactions provides a synergistic solution this enduring challenge leveraging previously unachievable reactivity selectivity modes. We report herein dual dehydrodecarboxylation reaction is enabled...
Progress in the development of photocatalytic reactions requires a detailed understanding mechanisms underpinning observed reactivity, yet mechanistic details many systems, especially those that involve electron donor–acceptor complexes, have remained elusive. We report herein and combined computational study alkene 1,2-diacylation enables regioselective installation two different acyl groups, establishing direct, tricomponent access to 1,4-diketones, key intermediates heterocyclic medicinal...
Tricomponent cobalt(salen)-catalyzed carbofunctionalization of unsaturated substrates by radical-polar crossover has the potential to streamline access broad classes heteroatom-functionalized synthetic targets, yet reaction platform remained elusive, despite well-developed analogous hydrofunctionalizations mediated high-valent alkylcobalt intermediates. We report herein development a cobalt(salen) catalytic system that enables carbofunctionalization. The entails tricomponent decarboxylative...
Phosphines are among the most widely used ligands, catalysts, and reagents. Current synthetic approaches to phosphines dominated by nucleophilic displacement reactions with organometallic Here, we report a radical-based approach that proceeds cross-electrophile coupling of chlorophosphines redox-active esters. The reaction allows for synthesis broad range substituted were not readily attainable present methods. Our experimental DFT computational studies also clarified catalytic,...
Direct installation of the sulfinate group by functionalization unreactive aliphatic C-H bonds can provide access to most classes organosulfur compounds, because central position sulfinates as sulfonyl linchpins. Despite importance in synthesis, medicine, and materials science, a direct C(sp3)-H sulfination reaction that convert abundant has remained elusive, due reactivity are incompatible with typical oxidation-driven approaches. We report herein photoinduced is mediated sodium...
A unique strategy for the regiospecific synthesis of bicyclic furopyran derivatives has been developed via a gold(I)-catalyzed propargyl-Claisen rearrangement/6-endo-trig cyclization propargyl vinyl ethers. The introduction angle strain into substrates significantly altered reaction's regioselectivity. Insight regioselectivity cycloisomerization was obtained with density functional theory calculations.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTMechanism of copper-catalyzed oxygenation ketonesL. M. Sayre and S. J. JinCite this: Org. Chem. 1984, 49, 19, 3498–3503Publication Date (Print):September 1, 1984Publication History Published online1 May 2002Published inissue 1 September 1984https://pubs.acs.org/doi/10.1021/jo00193a013https://doi.org/10.1021/jo00193a013research-articleACS PublicationsRequest reuse permissionsArticle Views499Altmetric-Citations38LEARN ABOUT THESE METRICSArticle Views...
We report herein a photoinduced carboborative ring contraction of monounsaturated six-membered carbocycles and heterocycles. The reaction produces substituted five-membered systems stereoselectively on preparative scales. products feature multiple stereocenters, including contiguous quaternary carbons. show that the can serve as synthetic platform for system alteration natural products. also be used in product synthesis. A concise total synthesis artalbic acid has been enabled by sequence...
A gold-catalyzed hydrogen bond-directed tandem cyclization strategy to synthesize indeno-chromen-4-one and indeno-quinolin-4-one derivatives has been developed. The bond existing between the hydroxyl group (or amide group) carbonyl played an essential role in controlling selectivity, which was confirmed by both experimental theoretical evidence.
Abstract A microwave‐irradiated alcohol‐protecting strategy based on gold catalysis utilizing benzyl alcohol, tert ‐butyl alcohol and triphenylmethanol as alkylating reagents has been developed. This protecting wide functional group tolerance with satisfactory yields for the majority of selected alcohols. The mechanism this transformation was probed oxygen‐18 isotope labelled alcohols assisted by GC‐MS techniques chemical kinetic experiments. provides an efficient, straightforward...
Abstract p21‐Activated kinase 4 (PAK4) is a serine/threonine protein that plays important roles in wide variety of human diseases including cancer. Targeting this with specific inhibitors great interest the treatment In study, PAK4 and its interaction ATP‐competitive was investigated by combined ligand‐ structure‐based approach. First, ligand‐based pharmacophore model generated, consisting five chemical features: positive ionizable center, two hydrophobic groups, hydrogen bond donor,...
A gold(<sc>i</sc>)-catalyzed substituent-controlled strategy for the stereoselective synthesis of bicyclic furan and pyran derivatives has been developed.
The acceleration effect from the addition of N-fluorobenzenesulfonimide (NFSI) to a samarium(III) triflate catalyzed Meyer–Schuster rearrangement under microwave irradiation was studied. Reaction rate plots indicate that Sm(OTf)3/NFSI system is especially suitable for unreactive substrates towards rearrangement. mechanism probed by crossover experiment using 18O-labeled substrates.
α-Branched carboxylic acids and other carbonyls are readily accessed by a metal- base-free deoxygenative α-alkylation α-arylation of 1,2-dicarbonyls <italic>via</italic> boron enolates, resulting in tricomponent coupling with unconventional electrophiles.
The carboborative ring contraction of cyclohexenes exhibits an abnormal selectivity pattern in which a formally concerted double migration gives rise to predominant but not exclusive inversion products. In dynamic trajectories, the and retention products are formed from same transition state, trajectories accurately account for experimental product ratios. unusual origin is dynamically retained non-equivalence newly versus pre-existing bonds after first bond migration.
A unique approach to biaryls was developed on the basis of propargyl vinyl ethers and dienophiles substrates via a gold(I)-initiated cycloisomerization/Diels–Alder/retro-Diels–Alder cascade reaction. The scope mechanism reaction were investigated series synthetic substrates, control experiments, DFT calculations.
The selective cleavage of C=C double bonds to form carbonyl groups is a fundamental maneuver in retrosynthetic analysis, empowering swift alterations molecular structures and efficient synthesis sophisticated, multifunctional...
Abstract A straightforward process for the formation of tert‐butyl‐, benzyl‐, Pmb‐, and trityl‐protected alcohols is developed.
Abstract Compounds (IIIa), (IIIc), (IIIe), (Va), (Vc), (VIa), (VII), (VIIIa), and (IX) show antifungal activity.
Abstract The utility of this method is demonstrated in the synthesis mycotoxin isopatulin (IV).