A5011461470- Catalytic C–H Functionalization Methods
- Oxidative Organic Chemistry Reactions
- Synthesis and Catalytic Reactions
- Asymmetric Synthesis and Catalysis
- Cyclopropane Reaction Mechanisms
- Radical Photochemical Reactions
- Hormonal Regulation and Hypertension
- Pharmacogenetics and Drug Metabolism
- Alkaloids: synthesis and pharmacology
- Asymmetric Hydrogenation and Catalysis
- Synthesis and Biological Evaluation
- Estrogen and related hormone effects
- Synthetic Organic Chemistry Methods
- Synthesis of Indole Derivatives
- Ginseng Biological Effects and Applications
- Chemical synthesis and alkaloids
- Chemical Synthesis and Analysis
- Axial and Atropisomeric Chirality Synthesis
- Metabolism, Diabetes, and Cancer
- Traditional and Medicinal Uses of Annonaceae
- Neuroendocrine Tumor Research Advances
- Fluorine in Organic Chemistry
- Chemical Reaction Mechanisms
- Advanced Nanomaterials in Catalysis
- Multicomponent Synthesis of Heterocycles
Guiyang Medical University
2021-2024
Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences
2022-2024
China Three Gorges University
2023-2024
Xihua University
2024
Southwest University
2020-2022
Chongqing University
2020
First Affiliated Hospital of Guangzhou University of Chinese Medicine
2014
Central China Normal University
2009-2012
University of Alabama at Birmingham
2002
Wayne State University
1999
Oxidative rearrangement of 3-substituted indoles is a fundamental organic transformation for the synthesis 2-oxindole scaffolds. However, this time-consuming and complex task produces single type product via two-electron oxidation using stoichiometric chemical oxidants. Herein, we report unified efficient copper-catalyzed selective single-electron transfer strategy three reactions air (O2) as terminal oxidant, providing streamlined practical synthetic approach to access 3-hydroxyl-,...
We report a general copper/iodine co-catalyzed oxygenative transannulation strategy using readily available tryptamines. Molecular oxygen and water are used as sources provide direct access to the donaxaridine scaffold its derivatives. This methodology is applied efficient synthesis of natural products donaxaridine, chimonamidine, donaxanine, donaxarine, aline in just one or two steps. The tryptamines, albeit with oxy-sensitive dialkyl N-H groups, selectively oxidized through single-electron...
The development of benzylic C(sp3)–H functionalization methods for the assembly derivatives has been extensively explored in recent years. However, engagement carbon and its adjacent C=C bond as a C3 synthon cycloaddition reaction via direct C–H activation is rare. Herein, we report copper-catalyzed [3+3] radical through to construct six-membered cyclohexane-type rings. In this reaction, 2-benzylic an indole selectively activated serves that reacts highly chemoselective intermolecular...
Abstract Economical approach : The first organocatalytic asymmetric intramolecular hydroarylation of phenol‐ and aniline‐derived enals offers one the most straightforward atom‐economic approaches to enantioriched chromans tetrahydroquinolines (up 96 % ee ; see scheme). magnified image
There's a ringer: The asymmetric [4+2] cycloaddition reaction of 3-nitro-2H-chromenes with 1-benzyl-2-vinyl-1H-indoles catalyzed by Zn(OTf)2 bis(oxazoline) ligands offers practical and efficient method to synthesize variety fused heterocycles bearing quaternary stereocenter good efficiency (up 94% yield) excellent stereoselectivities 96% ee, >95:5 d.r.). Detailed facts importance specialist readers are published as "Supporting Information". Such documents peer-reviewed, but not copy-edited...
We report a safe and convenient open-flask copper-catalyzed selective oxidation/functionalization methodology for tetrahydrocarbolines tetrahydro-β-carbolines that employs atmospheric O2 as the terminal oxidant. The system is applicable to oxidative rearrangement of tetrahydro-β-carbolines, tetrahydrocarboline oxidation α-alkoxy carbazoles spirooxindoles, Witkop oxidation. Mechanistic experiments indicated single-electron process responsible tunable selectivity control. This copper-catalysis...
To determine whether the dexamethasone (DEX)-inducible hepatic sulfotransferase gene expression that has been described in rat is conserved humans, effects of DEX treatment on hydroxysteroid (SULT2A1) and aryl (SULT1A1) were investigated primary cultured human hepatocytes. Hepatocytes prepared from nontransplantable livers by collagenase perfusion left lobe, Williams9 medium E was supplemented with 0.25 U/ml insulin. As reported rat, produced concentration-dependent increases SULT2A1 mRNA...
Glucocorticoid-inducible hydroxysteroid sulfotransferase (SULT2-40/41) gene transcription was investigated in primary cultured rat hepatocytes transiently transfected with a series of SULT2-40/41 5′-flanking region-luciferase reporter constructs, emphasis on examining the functional role an inverted repeat-0 nuclear receptor motif (IR0). Treatment cultures any four glucocorticoids activated luciferase expression from construct containing 1938 base pairs (bp) sequence, whereas deletion bp...
A water-mediated tunable electrosynthetic strategy for the assembly of heterocyclic 3a- and 5a-bromoindolines.
The first example of cyclization cross-coupling tryptophols and tryptamines has been realized by copper catalysis with air or oxone as the terminal oxidant, resulting in direct construction a new class heterocyclic 3a,3a′-bisindolines moderate to good yields high chemoselectivities. A series mechanistic control experiments were also conducted, indicating that catalyst selectively coordinates nitrogen moiety tryptamine initiate oxidation, nucleophilic-alkylation process is proposed for...
An array of chiral [1,2,4]triazino[5,4-a]isoquinoline derivatives were obtained in excellent yields (up to 98%) and with enantioselectivities 99% ee) via a new highly asymmetric (3 + 3) cycloaddition reaction diazo compounds isoquinolinium methylides, bifunctional phase-transfer catalyst (PTC). Density functional theory calculations show that PTC has bridge role the deprotonation/protonation process. The products transformed into densely functionalized polycyclic heterocompounds multiple...
Herein, we report an unprecedented skeletal rearrangement reaction of tetrahydro-β-carbolines enabled by copper-catalyzed single-electron oxidative oxygenation, in which H2 O and O2 act as oxygen sources to generate a unique 2-hydroxyl-3-peroxide indoline intermediate. The synthetic reactivity species was demonstrated multi-step bond cleavage formation cascade. Using readily available copper catalyst under open-air conditions, highly important yet synthetically difficult...
An efficient asymmetric acyl-Mannich reaction of isoquinolines with α-(diazomethyl)phosphonate and diazoacetate has been developed using chiral spiro phosphoric acids as catalysts. This allowed the construction a series 1,2-dihydroisoquinolines bearing tertiary stereocenter at C1 position up to 98% yield 99% ee.
An efficient asymmetric tandem reaction of o-alkynylbenzaldehydes, amines, and diazo compounds catalyzed by chiral silver imidodiphosphate has been established. Chiral 1,2-dihydroisoquinoline analogues have a tertiary stereocenter at the C1 position, substituents C3 position are available with up to 97% yields 98% ee. These products can be elaborated into corresponding β-aminophosphonates or PARP1-inhibitor analogues.
A general additive-free strategy based on the isomerization of azomethine ylides generated in situ from isatin and indoline-2-carboxylic acid has been disclosed, providing direct access to N -functionalized indole scaffolds.
Herein, we report a general copper-catalyzed method for the tunable oxygenative rearrangement of tetrahydrocarbazoles to cyclopentyl-bearing spiroindolin-2-ones and spiroindolin-3-ones. The demonstrates excellent chemoselectivity, regioselectivity, product control simply by using H
Abstract The development of simple‐to‐operate methods for the preparation indolizidine derivatives are great importance. A mild one‐pot protocol [3+2] cycloaddition isoquinolinium/pyridinium ylides and electron‐deficient alkenes using NaBH 3 CN as reductant has been developed. a broad substrate scope (more than 40 examples) provides various novel hexahydroindolizidine in high yields excellent diastereoselectivities (up to >20/1).
We report the highly selective copper-catalyzed oxidative cyclization/C–N cross-coupling of two tryptamines to access a new molecular indole-linked-pyrroloindoline framework.
Aging and obesity are closely related. A key change in the adipose tissue during aging process is decline of lipolysis. The excitation sympathetic nerve system a pathway to promote lipolysis, but underlying mechanism remains unclear. In this work, vitro vivo models with without tyrosine hydroxylase (TH) knockdown were treated total saponins from Panax japonicus (TSPJs), expression lipolysis-related proteins was examined. It found that TSPJs could genes TH adipocytes both vivo, downregulated...
The long-term use of agricultural insecticides has led to the development resistant strains. In this context, isoxazoline structure become an active area pesticide research owing its wide insecticidal spectrum, nontoxicity mammals, and lack cross-resistance with known insecticides. present study, based on discovery compound
N-Fused indoles are typical N-heterocycles, which extensively found in natural products and bioactive molecules. Despite their importance, the synthesis of N-fused has not yet been fully developed. Herein, we report a direct, general unified copper-catalyzed aerobic oxygenative skeletal rearrangement strategy using readily available cyclic indole substrates, provides practical synthetic platform for rapid construction wide array scaffolds. This open-flask method features mild reaction...
A highly efficient and stereoselctive hydrosilylation hydrostannyla-tion of terminal alkynes was developed in air water that provided an aqueous one-pot, hydrostannylation/ conjugate addition Keywords: rhodium-catalyzed hydrostannylation-conjugate, hydrosilylation, hydrostannyla-tion, one-pot
Aging and obesity are closely related, the prevalence of metabolic diseases rapidly increasing with an aging population worldwide. A key change in adipose tissue during process is decline lipolysis, excitation sympathetic nerve system a pathway to promote lipolysis. Previous studies have shown that total saponins from Panax japonicus (TSPJs) can prevent mice high-fat diet by fat decomposition. In this work, we examine regulatory effects TSPJs on lipolysis state explore possible mechanisms....