Xiaoze Bao

ORCID: 0000-0003-3682-2674
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About
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Research Areas
  • Asymmetric Synthesis and Catalysis
  • X-ray Diffraction in Crystallography
  • Crystallization and Solubility Studies
  • Catalytic C–H Functionalization Methods
  • Axial and Atropisomeric Chirality Synthesis
  • Synthesis and Catalytic Reactions
  • Oxidative Organic Chemistry Reactions
  • Molecular spectroscopy and chirality
  • Fluorine in Organic Chemistry
  • Synthetic Organic Chemistry Methods
  • Cancer therapeutics and mechanisms
  • Crystallography and molecular interactions
  • Drug Transport and Resistance Mechanisms
  • Computational Drug Discovery Methods
  • Synthesis and Reactions of Organic Compounds
  • HIV/AIDS drug development and treatment
  • Sulfur-Based Synthesis Techniques
  • Chemical synthesis and alkaloids
  • Cyclopropane Reaction Mechanisms
  • Chemical Synthesis and Reactions
  • Machine Learning in Materials Science
  • Microbial Natural Products and Biosynthesis
  • Synthesis and Biological Evaluation
  • Synthesis and Properties of Aromatic Compounds
  • Multicomponent Synthesis of Heterocycles

Zhejiang University of Technology
2019-2025

Zhejiang Hisun Pharmaceutical (China)
2025

Dalian University
2015-2022

Dalian University of Technology
2015-2022

Zhejiang Marine Fisheries Research Institute
2022

Hangzhou Xixi hospital
2019-2021

Hangzhou Academy of Agricultural Sciences
2020

As a powerful synthon, pyrazolone has widely been exploited for the construction of various chiral pyrazoles/pyrazolones which hold great potential in development pharmaceutical chemistry, coordination chemistry and functional materials. Benefited from diversity multiple active sites starting materials, such as 4-nonsubstituted/4-monosubstituted pyrazolones α,β-unsaturated pyrazolones, large numbers strategies asymmetric synthesis have developed successfully past few years. This feature...

10.1039/c8cc06196c article EN Chemical Communications 2018-01-01

The construction of chiral phosphorus molecules with asymmetric center on the atom has always been considered to be challenging in synthetic chemistry. Such P-stereogenic compounds possess many unique properties allowing potential applications natural products synthesis, pharmaceuticals as well ligands organometallic catalysis. This increasing importance driven chemists develop sophisticated strategies over years construct compounds. In this review, we aim discuss methodologies for centers...

10.1016/j.gresc.2020.12.002 article EN cc-by-nc-nd Green Synthesis and Catalysis 2020-12-25

A catalytic asymmetric [3 + 2] cyclization of novel 4-isothiocyanato pyrazolones and isatin-derived ketimines was developed, delivering a wide range intriguing dispirotriheterocyclic products in high yield with excellent diastereoselectivity enantioselectivity. chiral sulfoxide derivative this dispirocyclic product identified to be promising hit the human carboxylesterase 1 inhibitor, significant difference activity between two enantiomers emphasized importance process.

10.1021/acs.orglett.8b01316 article EN Organic Letters 2018-05-22

We report the bidirectional enantioselective synthesis of bis-benzofuran atropisomeric oligoarenes featuring two distal C–C stereogenic axes. These are controlled by a two-fold central-to-axial chirality conversion upon oxidative aromatization.

10.1039/c9sc04378k article EN cc-by-nc Chemical Science 2019-11-20

An expedient synthesis of a new family configurationally stable dioxa[6]helicenes was established using sequential helicoselective organocatalyzed heteroannulation/eliminative aromatization via enantioenriched fused 2-nitro dihydrofurans featuring both central and helical chiralities. Starting from simple achiral precursors, broad range these previously unknown chiral heterocyclic scaffolds were obtained with good efficiency, their proceeded very high enantiopurity retention in most cases.

10.1021/jacs.0c07995 article EN Journal of the American Chemical Society 2020-09-08

A proposed strategy to overcome multidrug resistance (MDR) of anticancer drugs in chemotherapy is disable the efflux function P-glycoprotein (P-gp). In this study, based on ring-merging and fragment-growing strategies, 105 novel benzo five-membered heterocycle derivatives were designed, synthesized, screened. Exploration structure-activity relationship (SAR) led identification d7 with low cytotoxicity promising reversal activity doxorubicin MCF-7/ADR cells. Furthermore, mechanism studies...

10.1021/acs.jmedchem.2c01999 article EN Journal of Medicinal Chemistry 2023-04-03

The catalytic asymmetric three-component 1,3-dipolar cycloaddition of 3-amino oxindoles with aldehydes and nitroolefins a chiral phosphoric acid is reported.

10.1039/c5cc05798a article EN Chemical Communications 2015-01-01

A natural quinidine catalyzed asymmetric chlorination of 4-substituted pyrazolones was revealed in high yield and excellent enantioselectivity.

10.1039/c6cc06236a article EN Chemical Communications 2016-01-01

Abstract 3‐Methylene‐substituted oxindoles play crucial roles as pharmaceutically important reagents well valuable synthons in medicinal and organic synthesis. In this study, a uniform nucleophilic vinylic substitution (S N V) reaction for the construction of phosphonyl sulfonyl substituted 3‐methylene‐oxindole was developed with application ( E )‐3‐(nitromethylene) oxindole powerful precursor. addition, preliminary study revealed that these have potential applications both constructing...

10.1002/slct.202405560 article EN ChemistrySelect 2025-03-01

Abstract Atropisomers possessing multiple stereogenic axes are intriguing molecules with huge potential. However, only few approaches for their enantioselective synthesis available due to the difficulties in assembling various high enantiocontrol. Only recently, innovative methods have emerged, opening new possibilities of this original class atropisomeric compounds. This Minireview describes development field based on a classification multi‐axis systems according distance between and...

10.1002/ange.202002518 article EN Angewandte Chemie 2020-03-23

Abstract A natural quinine‐catalyzed, efficient and practical asymmetric α‐hydroxylation of 4‐substituted pyrazolones has been developed, delivering a broad spectrum bearing an oxygen‐attached carbon stereocenter at C‐4 in high yields excellent enantioselectivities. The substrate scope, ready availability the catalyst, ease operation, valuable transformation product highlight utility this process. magnified image

10.1002/adsc.201601070 article EN Advanced Synthesis & Catalysis 2016-11-29

A highly efficient and asymmetric process to achieve spirocyclic 4-aminopyrazolone derivatives through a cascade Michael addition/cyclization reaction of 4-isothiocyanato pyrazolones with 3-ylideneoxindoles was developed. This forged multicyclic dispiro[pyrazolone-pyrrolidinethione-oxindole] core structures bearing three contiguous stereogenic centers, including two spiro-quaternary stereocenters excellent diastereo- enantioselectivities (up 99% ee, >20 : 1 dr). The product can be readily...

10.1039/d0cc04215c article EN Chemical Communications 2020-01-01

Axially chiral eight-membered bridged (hetero)biaryls have been constructed via organocatalytic intramolecular [3 + 2] cycloaddition of innovative (hetero)biaryl aldehydes with 3-amino oxindole hydrochlorides.

10.1039/d4sc01892c article EN cc-by-nc Chemical Science 2024-01-01

A C6′ silyloxyl quinine catalyzed asymmetric Michael addition/annulation cascade between pyrazolones and enynones was developed.

10.1039/c8cc00154e article EN Chemical Communications 2018-01-01

A catalytic asymmetric sequential annulation/aldol reaction of 4-isothiocyanato pyrazolones and allenyl ketones has been developed to afford novel spiropyrazolones.

10.1039/d0cc07113g article EN Chemical Communications 2020-12-10

Abstract Pancreatic lipase (PL), a key target for the prevention and treatment of obesity, plays crucial roles in hydrolysis absorption dietary fat. In this study, series pyrazolones was synthesized, their inhibitory effects against PL were assayed by using 4‐methylumbelliferyl oleate (4‐MUO) as optical substrate PL. Comprehensive structure–activity relationship analysis these led us to design synthesize novel compound P32 (5‐(naphthalen‐2‐yl)‐2‐phenyl‐4‐(thiophen‐2‐ylmethyl)‐2,4‐dihydro‐3 H...

10.1002/cmdc.202000850 article EN ChemMedChem 2021-02-04
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