Xiaodong Yang

ORCID: 0000-0002-8466-5418
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Research Areas
  • Catalytic C–H Functionalization Methods
  • Natural product bioactivities and synthesis
  • Phytochemistry and Biological Activities
  • Radical Photochemical Reactions
  • Synthesis and Biological Evaluation
  • Synthesis and biological activity
  • Traditional and Medicinal Uses of Annonaceae
  • Sulfur-Based Synthesis Techniques
  • Crystallization and Solubility Studies
  • Alkaloids: synthesis and pharmacology
  • Catalytic Cross-Coupling Reactions
  • Chemical synthesis and alkaloids
  • X-ray Diffraction in Crystallography
  • Asymmetric Hydrogenation and Catalysis
  • Synthesis and Catalytic Reactions
  • Asymmetric Synthesis and Catalysis
  • Synthetic Organic Chemistry Methods
  • Plant-based Medicinal Research
  • Phytochemical compounds biological activities
  • Quinazolinone synthesis and applications
  • Biological Activity of Diterpenoids and Biflavonoids
  • Drug Solubulity and Delivery Systems
  • Multicomponent Synthesis of Heterocycles
  • Bioactive Natural Diterpenoids Research
  • Synthesis of Organic Compounds

Yunnan University
2016-2025

Guiyang Medical University
2025

Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences
2025

Ministry of Education of the People's Republic of China
2016-2023

Shandong University of Science and Technology
2023

Institute of Medicinal Plant Development
2022

Suzhou Institute of Biomedical Engineering and Technology
2022

Chinese Academy of Sciences
2022

Ministry of Natural Resources
2022

Xi'an Technological University
2021

The past decade has witnessed the rapid development of radical generation strategies and their applications in C-C bond-forming reactions. Most these processes require initiators, transition metal catalysts, or organometallic reagents. Herein, we report discovery a simple organic system (2-azaallyl anions) that enables coupling reactions under transition-metal-free conditions. Deprotonation N-benzyl ketimines generates semistabilized 2-azaallyl anions behave as "super-electron-donors" (SEDs)...

10.1021/jacs.7b09394 article EN Journal of the American Chemical Society 2017-10-11

Abstract Benzofurans are among the most popular structural units in bioactive natural products, however, synthesis of such structures by radical cyclization cascade reactions is rare. Herein, we report a mild and broadly applicable method for construction complex benzofurylethylamine derivatives through unique mechanism. Single‐electron transfer (SET) from 2‐azaallyl anions to 2‐iodo aryl allenyl ethers initiates that followed intermolecular radical–radical coupling. This expedient approach...

10.1002/anie.201812369 article EN Angewandte Chemie International Edition 2019-01-09

Abstract Sarpagine-Ajmaline-Koumine type monoterpenoid indole alkaloids represent a fascinating class of natural products with polycyclic and cage-like structures, interesting biological activities, related biosynthetic origins. Herein we report unified approach towards the asymmetric synthesis these three types alkaloids, leading to collective 14 alkaloids. Among them, akuammidine, 19- Z -akuammidine, vincamedine, vincarine, quebrachidine, vincamajine, alstiphylianine J, dihydrokoumine are...

10.1038/s41467-022-28535-x article EN cc-by Nature Communications 2022-02-17

Nitrogen-centered radicals (NCRs) are valuable intermediates for the construction of C-N bonds. Traditional methods generation NCRs employ toxic radical initiators, transition metal catalysts, photocatalysts, or organometallic reagents. Herein, we report a novel strategy toward bonds under transition-metal-free conditions. Thus, super-electron-donor (SED) 2-azaallyl anions undergo single-electron transfer (SET) with sulfonamides, forming aminyl (R

10.1021/acs.orglett.4c01014 article EN Organic Letters 2024-04-30

Abstract Teucrifarides A–D ( 1 – 4 ), four previously unreported neo -clerodane-type diterpenoids, combined with sixteen known analogs (5–20), were purified from Teucrium quadrifarium. The absolute forma of compounds determined via spectroscopic and ECD calculation methods, together X-ray crystallography experiments. Among them, compound possessed a 5,20-epoxy ring featuring unique cage-like 12-oxatricyclo [5.3.2.0 1,6 ]undecane skeleton. Meanwhile, 2 incorporated 6,20-epoxy novel [6.2.2.0...

10.1007/s13659-024-00489-1 article EN cc-by Natural Products and Bioprospecting 2025-01-06

Nickel(0)-catalyzed cross-coupling of heteroaryl-containing diarylmethanes with both aryl bromides and chlorides has been achieved.

10.1039/c5sc03704b article EN cc-by-nc Chemical Science 2015-10-26

Abstract A unique chemo‐ and regioselective α‐ γ‐arylation of palladium azapentadienyl intermediates is presented. Two distinct catalysts sets conditions successfully controlled the regioselectivity arylation. These methods provide first umpolung C−H functionalization enable divergent synthesis allylic amine enamine derivatives, which are significant interest in pharmaceutical industry.

10.1002/anie.201509757 article EN Angewandte Chemie International Edition 2016-02-05

Hydrogen atom transfer (HAT) processes are among the most useful approaches for selective construction of C(sp

10.1021/jacs.3c04376 article EN Journal of the American Chemical Society 2023-07-13

A novel tandem radical cyclization/intermolecular coupling between 2-azaallyl anions and indole N -aryloxy acetamides is developed, which enables the synthesis of C3a-substituted pyrroloindolines under mild conditions.

10.1039/d3sc05210a article EN cc-by Chemical Science 2024-01-01

Abstract A series of novel N -substituted carbazole imidazolium salt derivatives has been prepared and investigated for their cytotoxic activity against five human tumor cell lines by MTS assay. The results indicated that the existence 5,6-dimethyl-benzimidazole ring, substitution imidazolyl-3-position with a 2-bromobenzyl or naphthylacyl group, as well alkyl chain length between imidazole ring were important antitumor activity. Compound 61, bearing substituent at position-3...

10.1038/srep13101 article EN cc-by Scientific Reports 2015-08-19

Abstract Outlined herein is a novel and scalable synthesis of (−)‐vindorosine based on two key transformations. A highly diastereoselective vinylogous Mannich addition dioxinone‐derived lithium dienolates with indolyl N ‐tert‐butanesulfinyl imines has been developed. In addition, an intramolecular Heathcock/aza‐Prins cyclization was introduced to construct both the C, substituted E rings for related alkaloids.

10.1002/anie.201707249 article EN Angewandte Chemie International Edition 2017-08-07

A unique transition-metal-free C(sp<sup>3</sup>)–H/C(sp<sup>3</sup>)–H dehydrocoupling of <italic>N</italic>-benzylimines with saturated heterocycles is presented using 2-azaallyl anions as super electron donors to initiate the generation hydrogen atom abstracting aryl radicals.

10.1039/d0sc00031k article EN cc-by Chemical Science 2020-01-01

Enantiomerically pure alkylamines are pivotal structural elements in a broad range of pharmaceuticals, agrochemicals, natural products, and chemical building blocks. The development useful methodologies for the preparation these alkyamines is one central long-standing challenges facing synthetic chemistry. In recent years, transition-metal-catalyzed enantioselective coupling reactions α-aminoalkyl species have emerged as appealing C–C bond-forming approaches construction chiral alkylamines....

10.1021/acscatal.1c01545 article EN ACS Catalysis 2021-05-19

Abstract Enantioenriched N -alkylindole compounds, in which nitrogen is bound to a stereogenic sp 3 carbon, are an important entity of target molecules the fields biological, medicinal, and organic chemistry. Despite considerable efforts aimed at inventing methods for stereoselective indole functionalization, straightforward access diverse range chiral -alkylindoles intermolecular catalytic fashion from readily available substrates remains ongoing challenge. In sharp contrast existing C–N...

10.1038/s41467-022-34615-9 article EN cc-by Nature Communications 2022-11-11

Herein is introduced the application of "super-electron-donor"(SED) 2-azaallyl anions in a tandem reduction/radical cyclization/radical coupling/aromatization protocol that enables rapid construction isoquinolines. The value this transition-metal-free method highlighted by wide range isoquinoline ethyl amines prepared with good functional group tolerance and yields. An operationally simple gram scale synthesis also conducted, confirming scalability.

10.1021/acs.orglett.2c00140 article EN Organic Letters 2022-02-25

Gastrodia elata Bl. (Orchidaceae) is an important traditional medicinal plant as well a famous foodstuff in China. In the present article, HPLC chromatograms of different preparation processes were reported, and structures nine phenolic compounds, isolated from elata, assigned. The compounds identified 1,3-bis(4-hydroxybenzyl)citrate (1), gastrodin (2), 4-hydroxybenzyl alcohol (3), 1-(4-β-D-glucopyranosyloxybenzyl)citrate (4), 4-hydroxybenzaldehyde (5), parishin B (6), methyl ether (7),...

10.1080/14786410601081997 article EN Natural Product Research 2007-02-01

A series of novel <italic>N</italic>-substituted tetrahydro-β-carboline imidazolium salt derivatives were synthesized and their antitumor structure–activity relationship studies reported.

10.1039/c6ob01495j article EN Organic & Biomolecular Chemistry 2016-01-01
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