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Reoxidation of Transition-metal Catalysts with O2

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Chinese Journal of Chemistry 2017年第9期35卷 1349-1365页

作者： Xinyao Li ning Jiao State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical Sciences Peking University Xue Yuan Rd. 38 Beijing 100191 China State Key Laboratory of Organometallic Chemistry Chinese Academy of Sciences Shanghai 200032 China

Transition-metal catalyzed oxidation reactions are central components of organic chemistry. On behalf of green and sustainable chemistry, molecular oxygen （02） has been considered as an ideal oxidant due to its natu... 详细信息

关键词： transition-metal catalysts molecular oxygen aerobic oxidation oxygenation dehydrogenative coupling

Rh-catalyzed Transient Directing Group Promoted C-H Amidation of Benzaldehydes Utilizing Dioxazolones

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Chinese Journal of Chemistry 2018年第3期36卷 213-216页

作者： Xiaoyang Wang Song Song ning Jiao State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical Sciences Peking University Xue Yuan Rd. 38 Beijing 200192 China State Key Laboratory of Organometallic Chemistry Chinese Academy of Sciences Shanghai 200032 China

Transition-metal catalyzed C--H functionalization of benzaldehydes is of great interest in organic synthesis. Herein, we developed a transient directing group assisted amidation of benzaldehydes catalyzed by rhodium catalyst. With the employment of 10 mol% of 4-trifluoromethyl aniline, the in situ generated imine groups as the directing group efficiently enable this transformation. By using this protocol, a wide range of benzaldehydes were efficiently converted into the corresponding N-（2-formylphenyl）benzamides utilizing dioxazolones as the nitrogen source.

关键词： amidation benzaldehydes rhodium C--H functionalization transient directing group

Overexpression of Protein Phosphatase 2 Regulatory Subunit B"Alpha Promotes Glycolysis by Regulating Hexokinase 1 in Hepatocellular Carcinoma

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Overexpression of Protein Phosphatase 2 Regulatory Subunit B...

Nitrogenation of Amides via C–C and C–N Bond Cleavage

2022CCTB中国肿瘤标志物学术大会暨中国整合肿瘤学...

作者： ning Jiao Qing Zhang Department of Organ Transplantation The Third Medical Center of PLA General Hospital

Objective:To investigate the regulatory relationship of Protein Phosphatase 2 Regulatory Subunit B"Alpha(PPP2R3A) and hexokinase 1(HK1) in glycolysis of hepatocellular carcinoma(HCC).Methods:In HepG2 and Huh7 cells,PPP2R3A expression was silenced by small interfering RNA(siRNA) and overexpression by plasmid transfection.The PPP2R3A-related genes were searched by RNA sequencing.Glycolysis levels were measured by glucose uptake and lactate production.QRT-PCR,elisa,western blot and immunofluorescence assay were performed to detect the changes of PPP2R3A and HK1.Cell proliferation,migration and invasion assay were used to study the roles of HK1 regulation by PPP2R3A.Results:RNA sequencing data revealed that PPP2R3A siRNA significantly downregulated the expression of HK1.PPP2R3A gene overexpression promotes,while gene silencing suppresses,the level of HK1 and glycolysis in HCC cells.In HCC tissue samples,PPP2R3A and HK1 were colocalized in the cytoplasm,and their expression showed a positive correlation.HK1 inhibition abrogated the promotion of glycolysis,proliferation,migration and invasion by PPP2R3A overexpression in liver cancer cells.Conclusion:Our findings showed the correlation of PPP2R3A and HK1 in the glycolysis of HCC,which reveals a new mechanism for the oncogenic roles of PPP2R3A in cancer.

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CCS Chemistry 2023年第5期5卷 1061-1068页

作者： Ming-Hui Zhu Zengrui Cheng Jialiang Wei Hui Tan ning Jiao State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical SciencesPeking UniversityBeijing 100191 State Key Laboratory of Organometallic Chemistry Sciences Chinese Academy of SciencesShanghai 200032

Amides are among the fundamental chemicals in organic chemistry.Compared to other carbonyl functional groups,the transformation of amide is relatively difficult and remains a challenge.The traditional deconstruction transformations of amides to other functional products are usually limited to twisted or electronically activated amides.Herein,we describe a direct nitrogenation approach to convert amides into nitriles.This chemistry provides a novel amide transformation pathway via both C–C and C–N bond cleavage.Interestingly,the simple,readily available,and inexpensive inorganic salt NaNO2 is successfully employed as a nitrogen source in this organic N-incorporation process.Applications of this study are demonstrated through the latestage modification of drug and natural product derivatives.

关键词： amide activation C–C cleavage C–N cleavage nitrogenation nitriles synthesis

Efficient Pd-Catalyzed C-H Oxidative Bromination of Arenes with Dimethyl Sulfoxide and Hydrobromic Acid

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Chinese Journal of Chemistry 2020年第11期38卷 1245-1251页

作者： Yizhi Yuan Yujie Liang Shihui Shi Yu-Feng Liang ning Jiao State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical SciencesPeking UniversityXue Yuan Rd.38Beijing 100191China State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic ChemistryChinese Academy of SciencesShanghai 200062China

of main observation and conclusion We have developed an efficient Pd-catalyzed directed C-H bromination protocol,in which dimethyl sulfoxide(DMSO)is employed as oxidant with hydrobromic add aqueous solution(HBr(aq))as bromide source.The DMSO/HBr(aq)system,which is novelly and efficiently utilized in transition-metal catalyzed C-H activation,illustrates its practicability by the operational simplicity,inexpensive and readily available starting materials,and high bromide-atom economy.

关键词： catalyzed bromide simplicity

C-C Bond Nitrogenation of Simple Hydroncarbons

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C-C Bond Nitrogenation of Simple Hydroncarbons

Selective Dealkenylative Functionalization of Styrenes via C-C Bond Cleavage

中国化学会第二届全国有机自由基化学会议

作者： ning Jiao State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical Sciences Peking University

＜正＞Oxygen-or nitrogen-containing compounds are widely present in both natural products and synthetic compounds, for example, they show up within functional materials, top-selling drugs, as well as bioactive molecules. Thus, organic chemists have paid considerable attention in developing novel methodologies for their preparation.

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Research 2020年第1期2020卷 1420-1428页

作者： Jianzhong Liu Jun Pan Xiao Luo Xu Qiu Cheng Zhang ning Jiao State Key Laboratory of Natural and Biomimetic Drugs Peking University100191 BeijingChina State Key Laboratory of Organometallic Chemistry Chinese Academy of SciencesShanghai 200032China

As a readily available feedstock,styrene with about 25 million tons of global annual production serves as an important building block and organic synthon for the synthesis of fine chemicals,polystyrene plastics,and elastomers.Thus,in the past decades,many direct transformations of this costless styrene feedstock were disclosed for the preparation of high-value chemicals,which to date,generally performed on the functionalization of styrenes through the allylic C-H bond,C(sp2)-H bond,or the C=C double bond cleavage.However,the dealkenylative functionalization of styrenes via the direct C-C single bond cleavage is so far challenging and still unknown.Herein,we report the novel and efficient C-C amination and hydroxylation reactions of styrenes for the synthesis of valuable aryl amines and phenols via the site-selective C(Ar)-C(alkenyl)single bond cleavage.This chemistry unlocks the new transformation and application of the styrene feedstock and provides an efficient protocol for the late-stage modification of substituted styrenes with the site-directed dealkenylative amination and hydroxylation.

关键词： styrene cleavage synthesis

The Application and Mechanistic Study of Ru-photocatalysis

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The Application and Mechanistic Study of Ru-photocatalysis

Photoinduced C--C Bond Cleavage and Oxidation of CycloketoximeEsters

中国化学会第十二届全国物理有机化学学术会议

作者： ning Jiao State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical SciencesPeking University

＜正＞Oxygen-and nitrogen-containing compounds are widely present in both natural products and synthetic compounds,for example,they show up within functional materials,top-selling drugs,as well as bioactive molecules....

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Chinese Journal of Chemistry 2018年第11期36卷 995-999页

作者： Binlin Zhao Hui Tan Cheng Chen ning Jiao Zhuangzhi Shi State Key Laboratory of Coordination Chemistry School of Chemistry and Chemical Engineering Nanjing University Nanjing Jiangsu 210093 China State Key Laboratory of Natural and Biomimetic Drugs School of Phar-maceutical Sciences Peking University Xue Yuan Road 38 Beijing100191 China

A novel structural reorganization of cycloketoxime esters beyond the traditional Beckmann rearrangement process has been established to build cyano‐containing ketones in the presence of photocatalyst. This novel transformation is remarkable with selective C—C bond cleavage and an oxidation process enabled by DMSO used as the solvent, oxidant, and oxygen source avoiding acid, base and toxic cyanide salts as the cyano source. Further applications in late‐stage modification of complex and chiral molecules have also been reported.

关键词： C—C activation radical cycloketoxime oxygenation photocatalysis DMSO