Nucleophilic addition and cycloaddition to 8 - vinylpurine

Abstract

The nucleophilic addition reaction between 8 - vinylpurine and mathanol, benzenethiol or diethylmalonate and the cycloaddition between 8 - vinylpurine and cyclopentadiene has been investigated. A series of 8 - substituted purines which and not been reported before were prepared and characterized by elemental analysis, ^1H NMR, ^13^C NMR, ^1H - ^1H NOESY and MS.

Key words: PURINE P, NUCLEOPHILIC REACTION, ADDITION REACTION, CYCLOADDITION REACTION, METHANOL, BENZENETHIOL, ETHYLENE GLYCOL MALONATE, CYCLOPENTADIENE, PROTON MAGNETIC RESONANCE SPECTROMETRY, C13 NMR SPECTROMETRY, MASS SPECTROGRAPHY

CLC Number:

O621

Cite this article

Liu Fusheng;Yang Jinzong. Nucleophilic addition and cycloaddition to 8 - vinylpurine[J]. Chin. J. Org. Chem., 2000, 20(2): 189-194.

[1]	Lijun Xu, Zongjun Li, Fushe Han, Xiang Gao. N,N-Dimethylformamide-Promoted Synthesis of Fullerene-Fused Oxazoline Derivatives [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 242-250.
[2]	Zujia Chen, Shiwei Yu, Yongjun Zhou, Huanqing Li, Qiwen Qiu, Miaoxin Li, Zhaoyang Wang. Application of BF₃•OEt₂ in Organic Synthesis as a Catalyst or Synthon [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3107-3118.
[3]	Zuliang Chen, Yingjing Wei, Junliang Zhang. Recent Advances in Cycloaddition Reactions of Donor-Acceptor Aziridines via Carbon-Carbon Bond Cleavage [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3078-3088.
[4]	Suzhen Zhang, Wenwen Zhang, Hui Yang, Qing Gu, Shuli You. Rhodium-Catalyzed Enantioselective Spiroannulation of 2-Alkenylphenols with Alkynes [J]. Chinese Journal of Organic Chemistry, 2023, 43(8): 2926-2933.
[5]	Deliang Kong, Wen Dai, Yiling Zhao, Yilin Chen, Hongping Zhu. Study on Oxidative Cycloaddition Reactions of Amidinatoboryl-aminosilylenes toward Ketone and Diketone Molecules [J]. Chinese Journal of Organic Chemistry, 2023, 43(5): 1843-1851.
[6]	Min Lü, Aimei Yang, Yu Zhang, Jianting Sun, Bangguo Wei. Fe(OTf)₃-Catalyzed Synthesis of Boronic Ester Containing N,O-Acetal Structure [J]. Chinese Journal of Organic Chemistry, 2023, 43(5): 1777-1785.
[7]	Luomo Li, Xiaohui Yang. Recent Advances in Ionic Transfer Reactions [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1036-1044.
[8]	Junxiu Liang, Yazhou Liu, Amu Wang, Yanchao Wu, Xiaofeng Ma, Huijing Li. Dearomatization of Halonaphthols via an Intermolecular [4＋1] Spiroannulation with in situ Formed Aza-ortho-quinone Methides [J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3888-3899.
[9]	Zhaoming Hu, Jihong Wu, Jingjing Wu, Fanhong Wu. Research Progress on Direct Trifluoromethylselenylation [J]. Chinese Journal of Organic Chemistry, 2023, 43(1): 36-56.
[10]	Junjiao Wang, Yuyu Lv, Yongwei Shang, Zhenli Cui, Ke-Hu Wang, Danfeng Huang, Yulai Hu. Research Progress of Reactions Participated by α-Hydroxy Ketones [J]. Chinese Journal of Organic Chemistry, 2022, 42(8): 2300-2321.
[11]	Haoru Song, Jianting Sun, Min LÜ, Yiwen Liu, Bangguo Wei. Trifluoromethyl Sulfonic Anhydride Mediated Addition of Pyridine with Ynamides [J]. Chinese Journal of Organic Chemistry, 2022, 42(8): 2433-2437.
[12]	Donglan Liu, Haiyan Xu, Yi Hang, Hongfei Lu. 1,6-Addition of Nitrogen Nucleophile to para-Quinone Methides Catalyzed by Recyclable Bismuth Complex: Facile Access to N-Heterocyclic Substituted Unsymmetric Triarylmethane Derivatives [J]. Chinese Journal of Organic Chemistry, 2022, 42(3): 796-802.
[13]	Honghua Zuo, Fangrui Zhong. Reactivity Modulation of Labile Quinones and Biomimetic Catalytic Transformations [J]. Chinese Journal of Organic Chemistry, 2022, 42(3): 665-678.
[14]	Ting Wang, Jingchao Chen, Lun Wang, Zheting Wang, Baomin Fan. Asymmetric Transfer Hydrogenation of α-Aryl Amidates Using Methanol as Hydrogen Source [J]. Chinese Journal of Organic Chemistry, 2022, 42(11): 3693-3703.
[15]	Honghao Zhang, Feng Shi. Advances in Catalytic Asymmetric Reactions Using 2-Indolylmethanols as Platform Molecules [J]. Chinese Journal of Organic Chemistry, 2022, 42(10): 3351-3372.

8 - 乙烯基嘌呤上的亲核加成和环加成反应