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Microwave-assisted Green and Efficient Synthesis of N^6-(2-Hydroxyethyl)adenosine and its Analogues

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Chinese Chemical Letters 2006年第9期17卷 1149-1151页

作者： gui rong qu Ming Wei GENG Su Hui HAN Zhi Guang ZHANG Feng XUE College of Chemistry and Environmental Science Henan Normal University Xinxiang 453007

An efficient protocol for the synthesis of N^6-（2-Hydroxyethyl）adenosine and its analogues through nucleophilic substitution was developed. All the reactions were completed in 10 rain under microwave irradiation. Us... 详细信息

关键词： N^6 -(2-Hydroxyethyl)adenosine nucleoside analogues microwave irradiation.

A novel synthesis of pyrazolo[3,4-b]pyridine derivatives through multi-component reaction in ionic liquid

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Chinese Chemical Letters 2008年第2期19卷 153-156页

作者： Xin Ying Zhang Xiao Yan Li Xue Sen Fan Xia Wang Jian Ji Wang gui rong qu School of Chemical and Environmental Sciences Henan Key Laboratory for Environmental Pollution Control Henan Normal University Xinxiang 453007 PR China

An efficient and novel procedure for the preparation of pyrazolo[3,4-b]pyridine derivatives through multi-component reaction of aldehyde, 5-amino-3-methyl-1-phenylpyrazole and malononitrile or cyanoacetate in [bmim][BF4] is described in this paper. Advantages of the method presented here include mild conditions, high yields together with a green nature and ease of recovery and reuse of the reaction medium.

关键词： Pyrazolo[3,4-b]pyridine Multi-component reaction Ionic liquid

Ionic Liquid [bmim][BF_4] as a Green Medium for Passerini Reaction

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Chinese Chemical Letters 2006年第5期17卷 578-580页

作者： Xin Ying ZHANG Yah Zhen LI Xue Sen FAN gui rong qu Jian Ji WANG Xue Yuan HU School of Chemical and Environmental Sciences Henan Key Laboratory for Environmental Pollution Control Henan Normal University Xinxiang 453007

The Passerini three-component reaction of carboxylic acid, aromatic aldehyde and isocyanide was carried out smoothly and efficiently in ionic liquid [bmim]BF4. Through this reaction, a series of α-acyloxycarboxamides were obtained in high yields. Advantages of this proccedure include a green nature, high efficiency and operational simplicity

关键词： Passerini reaction acyloxycarboxamides ionic liquid green synthesis.

Multicomponent Reaction in Ionic Liquid: A Novel and Green Synthesis of 1, 4-Dihydropyridine Derivatives

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Chinese Chemical Letters 2006年第2期17卷 150-152页

作者： Xin Ying ZHANG Yan Zhen LI Xue Sen FAN gui rong qu Xue Yuan HU Jian Ji WANG College of Chemistry and Environmental Science Henan Key Laboratory for Environmental Pollution Control Henan Normal University Xinxiang 453007

An efficient and green method for the synthesis of 1, 4-dihydropyridine derivatives mediated in an ionic liquid, [bmim][BF4], through a four-component condensation process of aldehydes, 1, 3-dione, Meldrum＇s acid and... 详细信息

关键词： 1,4-Dihydropyridines ionic liquids multicomponent reaction green chemistry.

Visible-Light-Induced Direct Arylation of Natural Occurring Nucleosides

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Visible-Light-Induced Direct Arylation of Natural Occurring ...

河南省化学会2016年学术年会

作者： Ran Xia Xi-Ning Yang gui-rong qu College of Chemistry and Chemical Engineering Xinxiang University College of Chemistry and Chemical Engineering Henan Normal University

Recently, many reports show that the 6-arylpurine derivatives possess anti-HCV, cytostatic, and antimycobacterial activities. Up to now, several methodologies were described for the preparation of 6-arylpurine analogues and nucleosides, such as C-OH bond activation, Kumada coupling reaction, Negishi coupling reaction, Stille coupling reaction, and Suzuki-Miyaura cross-coupling reaction as another methodology was also developed by several groups, especially by Hocek’s group and Lakshman’s group. However, these methods all required ligands and noble metal catalysts, which presented a health risk to workers and could cause serious environmental pollution. In addition, the staring nucleosides must containe leaving groups such as halos or OTf at C6 of purines, which should be synthesized from natural occurring nucleosides though more than two steps. Therefore, a direct arylation of natural occurring nucleoside starting materials is highly desirable. In the context of ongoing projects on the synthesis of purine nucleosides, we realized the direct arylation of C6-NH2 nucleosides via visible-light-induced arylation from aromatics.

关键词： natural occurring nucleoside visible-light-induced 6-arylpurine derivatives

Diversity-oriented Synthesis of 2-Substituted Purine Nucleosides from Readily Available Starting Materials via the Late-stage Nitration/derivatization

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Diversity-oriented Synthesis of 2-Substituted Purine Nucleos...

河南省化学会2016年学术年会

作者： Xi-Ning Yang Ran Xia gui-rong qu College of Chemistry and Chemical Engineering Henan Normal University College of Chemistry and Chemical Engineering Xinxiang University

2-substituted purine nucleosides have received considerable attention due to their broad spectrum of biological activities. Thus, numerous economically important pharmaceuticals, such as cladribine, Regadenoson, fludarabine, Cangrelor or nelarabine, have 2-substituted purine units as indispensable substructures. However, the direct functionalization of C(2)-H remains more challenging than C(6) or C(8) owing to the low reactivity of C(2)-H and the lack of a coordination site for the transition-metal catalyst. We described the efficient synthesis of 2-substituted purine nucleosides from cheap inosine, vidarabine and 2′-deoxyadenosine. After chlorination and protection steps, purines were nitrated with TFAA and t-Bu4NNO3, followed by the chemical transformations via nucleophlic substitution or hydrogenolysis reduction. The formed C-Cl, C-O,C-N and C-S bonds gave 2-substituted purine nucleosides in good to excellent yields. These2-substitued purine nucleosides were previously synthesized from lengthy steps and harsh conditions in lower yields. This system could tolerate arabinofuranosyl, ribosyl and deoxyribosyl groups. More importantly, the drugs cladribine, Regadenoson and Spongosine could be obtained successfully and chromatography was not required, which made it more attractive for industrial applications.

关键词： diversity-oriented synthesis 2-substituted purine nucleosides late-stage nitration/derivatization

Synthesis of 9-(β-D-glucopyranosyl)adenine

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Synthesis of 9-(β-D-glucopyranosyl)adenine

河南省化学会2016年学术年会

作者： gui-rong qu Ran Xia Xi-Ning Yang College of Chemistry and Chemical Engineering Henan Normal University College of Chemistry and Chemical Engineering Xinxiang University

Natural products that target RNA include the macrolides(e.g., erythromycin, clarythromycin,and azithromycin) and the aminoglycosides(e.g., tobramycin and gentamicin). Each of these has a remarkable ability to efficiently inhibit protein synthesis, resulting in excellent antibacterial activity, and has been the subject of many reports. Various nucleosides containing pyranosyl rings instead of furanosyl ones for the sugar portion have been synthesized along with their analogues1 in order to develop antileukemia, antitumor,3 and antimicrobial4 reagents, and enzyme *** addition, amidite derivatives of pyranosyl nucleosides were used as modified oligonucleotides to clarify the importance of the core sugar structure. We have devised a versatile method for the synthesis of 9-( β-D-glucopyranosyl)adenine(1) from the corresponding protected trans-beta-glycosyl-6-chloropurine derivatives. Glucose and galactose are relatively inexpensive starting materials used in the synthetic step.

关键词： 9-(β-D-glucopyranosyl)adenine microwave assisted pyranosyl rings

Research progress in Synthesis Nicotinamide nucleoside

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Research progress in Synthesis Nicotinamide nucleoside

河南省化学会2016年学术年会

作者： Xi Ning Yang Tao Wei gui-rong qu Tao Li Xinxiang tuoxin biochemical CO. Ltd. Henan Normal University

Nicotinamide adenine dinucleotide(NAD) and its analogs have widely pharmacological and biological activity, which play a very important role in the discovery of treatment drug. Nicotinamide nucleoside diphosphate ester can promote the growth of microbial cells. Nicotinamide mononucleotide play an important role in the energy generation of human cells. It is involved in the synthesis of intracellular NAD and possesses very important function in biological research and development. The reserch of synthetic methods of nicotinamide nucleoside has an important meaning because it is the key intermediate for the synthesis of nicotinamide mononucleotide. The conventional synthetic method need to use the expensive trifluoro methyl sulfonic acid trimethyl silicon ester(TMSOTf) as the *** on the previous research on nucleosides of our group we developed a new method for the synthesis of nicotinamide nucleoside. By this method, use ethyl nicotinate and tetraacetylribofuranose as raw material and inexpensive tin tetrachloride as catalyst we can get nicotinamide nucleoside condensates. And then after ammonolysis we can get the target product nicotinamide nucleoside(schem).

关键词： pharmacological and biological activity nicotinamide nucleoside tin tetrachloride

A Straightforward Entry to Chiral Carbocyclic Nucleoside Analogues via Enantioselective [3+2] Cycloaddition of α-Nucleobase Substituted Acrylates

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A Straightforward Entry to Chiral Carbocyclic Nucleoside Ana...

中国化学会第九届全国有机化学学术会议

作者： Yong Wang Yan-Yan Zhang gui-rong qu Hai-Ming Guo School of Chemistry and Chemical Engineering Henan Normal University

＜正＞Chiral carbocyclic nucleosides,in which the D-ribose portion of the nucleoside is replaced by a cyclopentane moiety,have attracted increasing *** substitution of the oxygen of furanose by a methylene group incre...

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