One-Pot Synthesis of 3-Methyl-4-arylmethylene-isoxazol-5(4H)-ones

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Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (01): 141-144. Previous Articles Next Articles

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3-甲基-4-芳亚甲基-异噁唑-5(4H)-酮的合成

张英群*，马晶军，王春，李敬慈
张冬暖，臧晓欢，李杰

(河北农业大学理学院保定 071001)

收稿日期:2006-11-23 修回日期:1900-01-01 发布日期:2008-01-23
通讯作者: 张英群

One-Pot Synthesis of 3-Methyl-4-arylmethylene-isoxazol-5(4H)-ones

ZHANG Ying-Qun*, MA Jing-Jun, WANG Chun, LI Jing-Ci
ZHANG Dong-Nuan, ZANG Xiao-Huan, LI Jie

(College of Science, Agricultural University of Hebei, Baoding 071001)

Received:2006-11-23 Revised:1900-01-01 Published:2008-01-23

Contact: ZHANG Ying-Qun

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Abstract

3-Methyl-4-arylmethylene-isoxazol-5(4H)-ones were synthesized by the convenient three com-ponent condensation reactions of ethyl acetoacetate, hydroxylamine hydrochloride and aromatic aldehydes in the presence of pyridine. The products were identified by MS, ¹H NMR and IR spectra.

Key words: three component condensation reaction, 3-methyl-4-arylmethylene-isoxazol-5(4H)-one, one-pot synthesis

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ZHANG Ying-Qun*, MA Jing-Jun, WANG Chun, LI Jing-Ci
ZHANG Dong-Nuan, ZANG Xiao-Huan, LI Jie. One-Pot Synthesis of 3-Methyl-4-arylmethylene-isoxazol-5(4H)-ones[J]. Chin. J. Org. Chem., 2008, 28(01): 141-144.

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[1]	Wensheng Zhang, Yan Li, Haiyan Cui, Xiaoli Su, Supeng Xu. One-Pot Synthesis of N-Substituted Isoindolin-1-ones via Reductive Amination/Lactamization of Methyl 2-Formylbenzoate [J]. Chinese Journal of Organic Chemistry, 2022, 42(8): 2456-2461.
[2]	Xianghao Luo, Yibi Xie, Nianyu Huang, Long Wang. Ugi Four-Component Reaction Based on in-situ Capture of Isocyanide and Post-Modification Tandem Reaction: One-Pot Synthesis of Nitrogen Heterocycles [J]. Chinese Journal of Organic Chemistry, 2022, 42(3): 838-846.
[3]	Jinni Liu, Yibi Xie, Qingqing Yang, Nianyu Huang, Long Wang. Ugi Four-Component Reaction Based on the in situ Capture of Amines and Subsequent Modification Tandem Cyclization Reaction: "One-Pot" Synthesis of Six- and Seven-Membered Heterocycles [J]. Chinese Journal of Organic Chemistry, 2021, 41(6): 2374-2383.
[4]	He Shuwang, Yan Shiqiang, Guo Wei, Zhai Guangxi, Zhang Wei. One-Pot Synthesis of Amino Alcohols from Styrenes [J]. Chinese Journal of Organic Chemistry, 2020, 40(7): 2094-2098.
[5]	Lan Jin, Xie Zongbo, Yang Jiangnan, Meng Jia, Liu Yishuai, Le Zhanggao. One-Pot Multi-component Synthesis of N,O-Acetal Compounds Catalyzed by D-Proline at Room Temperature [J]. Chinese Journal of Organic Chemistry, 2020, 40(5): 1331-1336.
[6]	Wan Linxi, Gao Feng, Chen Wei, Zhou Xianli. One-Pot Synthesis of 2-((2-Aminobenzoyl)amino)benzoic Acid Derivatives [J]. Chin. J. Org. Chem., 2019, 39(8): 2270-2276.
[7]	Liang Jie, Ma Huifang, Ablajan Keyume. High-Selective One-Pot Synthesis of Spirocyclopropane Pyrazolones Promoted by 4-Dimethylaminopyridine [J]. Chinese Journal of Organic Chemistry, 2019, 39(11): 3169-3175.
[8]	Sun Xiaoli, Sun Zhenhua, Han Minmin, Han Jing, He Weimin, Chen Jie, Deng Hongmei, Shao Min, Zhang Hui, Cao Weiguo. Synthesis of Perfluoroalkylated Fluorenes with Phosphonate Group via One-Pot Synthesis Process [J]. Chin. J. Org. Chem., 2019, 39(1): 192-199.
[9]	Bai Feicheng, Hu Deqing, Liu Yunyun, Wei Li. One-Pot and Multicomponent Synthesis of N-Substituted-4-hydroxyl-2-pyridones [J]. Chin. J. Org. Chem., 2018, 38(8): 2054-2059.
[10]	Qian Cunwei, Zang Shiyu, Zhou Qian, Wang Dong, Li Wanxin, Wang Maoyuan. One-Pot Synthesis and Optical Properties of 2,5-Diphenylthiophene Derivatives [J]. Chin. J. Org. Chem., 2017, 37(7): 1781-1786.
[11]	Xu Dingjian, Meng Lichen, Xu Hang, Yao Xiaoquan. Ligand-Triggered, Copper Catalyzed Synthesis of Peresters and Allylic Ester from Aldehydes [J]. Chin. J. Org. Chem., 2017, 37(5): 1205-1212.
[12]	Xing Xuejian, Fan Kui, Pang Haixia, Wu Yang, Yang Jinghui, Shi Wei, Xie Zhengfeng, Hui Yonghai. One-Pot Synthesis of 4-Thiazolidinone Derivatives Catalyzed by Zinc Acetate-Schiff Base Complex Immobilized on Mesoporous Molecular Sieve MCM-41 [J]. Chin. J. Org. Chem., 2016, 36(8): 1942-1947.
[13]	Yu Zutao, Wang Zeyu, Wu Xiao, Hu Gaoyun, Li Qianbin. “One-Pot” Synthesis of 1-Phenyl-1H-benzimidazole Derivatives Facilitated by Fe [J]. Chin. J. Org. Chem., 2016, 36(7): 1672-1676.
[14]	Xu Zhaohui, Zhou Peng, Liu Deyong. Efficient One-Pot Synthesis of 3,3-Dimethyl-diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]undecane-1,5-dione-9-thione Derivatives [J]. Chin. J. Org. Chem., 2016, 36(5): 1099-1103.
[15]	Li Yibiao, Cheng Liang, Chen Lu, Li Bin, Sun Ning, Qing Ning. One-Pot Synthesis of Substituted Thiophene and Furan Derivatives from Terminal Alkynes [J]. Chin. J. Org. Chem., 2016, 36(10): 2426-2436.