Clean Synthesis of α,α-Bis(4-hydroxycoumarin-3-yl)toluene in Aque-ous Media

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Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (08): 926-929. Previous Articles Next Articles

Original Articles

水介质中α,α-双(4-羟基香豆素-3-基)甲苯的洁净合成

王静，史达清*，庄启亚，王香善，屠树江

(¹徐州师范大学化学系徐州 221116)
(²徐州医学院徐州 221002)
(³江苏省药用植物生物技术重点实验室徐州 221116)

收稿日期:2004-08-16 修回日期:2005-02-01 发布日期:2005-07-30
通讯作者: 史达清

Clean Synthesis of α,α-Bis(4-hydroxycoumarin-3-yl)toluene in Aque-ous Media

WANG Jing,SHI Da-Qing*,ZHUANG Qi-Ya,WANG Xiang-Shan
TU Shu-Jiang

(¹ Department of Chemistry, Xuzhou Normal University, Xuzhou 221116)
(² Xuzhou Medical College, Xuzhou 221002)
(³ The Key Laboratory of Biotechnology on Medical Plants of Jiangsu Province, Xuzhou 221116)

Received:2004-08-16 Revised:2005-02-01 Published:2005-07-30

Contact: SHI Da-Qing

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Abstract

The reaction of aromatic aldehydes with 4-hydroxycoumarin in the presence of triethylben-zylammonium chloride in aqueous media provided a fast, efficient, high-yielding and clean access to α,α-bis(4-hydroxycoumarin-3-yl)toluene.

Key words: α,α-bis(4-hydroxycoumarin-3-yl)toluene, clean synthesis, aqueous media

Cite this article

WANG Jing,SHI Da-Qing*,ZHUANG Qi-Ya,WANG Xiang-Shan
TU Shu-Jiang. Clean Synthesis of α,α-Bis(4-hydroxycoumarin-3-yl)toluene in Aque-ous Media[J]. Chin. J. Org. Chem., 2005, 25(08): 926-929.

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[1]	Feng Yan, Lijie Zhou, Biao Han, Yaoyao Zhang, Bojie Li, Liansheng Wang, Lei Zhu. Zeolite Immobilized Copper Catalyzed Conjugate Borylation of α,β-Unsaturated Compounds in Aqueous Media [J]. Chinese Journal of Organic Chemistry, 2021, 41(5): 2074-2081.
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[3]	Wang Yinglei, Wan Zijuan, Luo Jun. Synthesis of Pyrazolo[1,2-b]phthalazine-5,10-diones Catalyzed by Poly(ethylene glycol) Grafted 4-Dimethylaminopyridine Functionalized Ionic Liquid [J]. Chin. J. Org. Chem., 2019, 39(2): 521-526.
[4]	Xie Jianwei, Wang Xiaochuang, Wu Fengtian, Zhang Jie. Research Progress in Ligand-Assisted Copper-Catalyzed C-N Cross-Coupling Reaction in Aqueous Media or Pure Water [J]. Chinese Journal of Organic Chemistry, 2019, 39(11): 3026-3039.
[5]	Liu Xiaoqin, Wang Fei, Sun Hui, Zheng Mengya, Wang Hualan, Gong Kai. Synthesis of Tetrahydrobenzo[a]xanthen-11-ones Catalyzed byAcid Ionic Liquid Functionalized β-Cyclodextrin in Water [J]. Chinese Journal of Organic Chemistry, 2019, 39(10): 2843-2850.
[6]	Lu Lingling, Xu Hui, Zhou Pan, Yu Fuchao. Progress in Synthesis of 1,4-Dihydropyridines [J]. Chinese Journal of Organic Chemistry, 2016, 36(12): 2858-2879.
[7]	Zhang Jingxian, Yin Huiqing, Han Shiqing. Copper-Catalyzed N-Arylations of Nitrogen-Containing Heterocycles in Water [J]. Chin. J. Org. Chem., 2012, 32(08): 1429-1433.
[8]	LI Ji-Tai, MENG Xian-Tao, LIU Lei, CHEN Guo-Feng. Efficient Method for Deprotection of Oximes to Corresponding Car-bonyl Compounds Catalyzed by Silica Sulfuric Acid [J]. Chin. J. Org. Chem., 2011, 31(05): 733-736.
[9]	BIAN Yan-Jiang, ZHANG Gao-Feng. Reductive Coupling Reactions of Aromatic Aldehydes Using Zinc as Electrode in Aqueous Media [J]. Chin. J. Org. Chem., 2010, 30(08): 1237-1239.
[10]	Cheng, Qingfang^*,a,b ; Xu, Xingyou ^a,b; Wang, Qifa ^c; Liu, Lisha ^b; Liu, Wangjun^b; Lin, Qiao ^b; Yang, Xujie ^a . One-Pot Synthesis of 3-Methyl-4-arylmethylene-isoxazol-5(4H)-ones in Aqueous Media under Ultrasonic Irradiation [J]. Chin. J. Org. Chem., 2009, 29(08): 1267-1271.
[11]	Yuan, Shizhen^*,a ; Liu, Jin ^a ; Jiang, Guoshun ^b. Pinacol Coupling of Aldehydes Mediated by Zinc in Aqueous Ammonia Media [J]. Chin. J. Org. Chem., 2009, 29(07): 1158-1160.
[12]	Cheng, Qingfang^*,a,b ; Xu, Xingyou ^a,b; Ruan, Mingjie ^a; Wen, Yanling^a; He, Xiaojiang^a; Yang, Xujie^b . One-Pot Three-Component Synthesis of Pyrano[2,3-d]pyrimidine Derivatives in Aqueous Media under Ultrasonic Irradiation [J]. Chin. J. Org. Chem., 2009, 29(07): 1138-1141.
[13]	Shi, Daqing* ; Shi, Jingwen; Yao, Hao. Clean Synthesis of 9,10-Diarylacridine Derivatives in Aqueous Media [J]. Chin. J. Org. Chem., 2009, 29(02): 239-244.
[14]	SHI, Da-Qing^*,a,b; NIU, Li-Hui^b; ZHUANG, Qi-Ya^b. Synthesis of Pyrano[3,2-c]pyran-5-one Derivatives by Three- Component One-Pot Reaction in Aqueous Media [J]. Chin. J. Org. Chem., 2008, 28(9): 1633-1636.
[15]	SHI Da-Qing*^,a,b,c,SHI Jing-Wen^b,YAO Hao^b,JIANG Hong^c,WANG Xiang-Shan^b,c. Three-Component One-Pot Synthesis of 4-Aryl-3-methyl-1-phenyl- 4,5,6,7,8,9-hexahydropyrazolo[5,4-b]quinolin-5-one Derivatives in Aqueous Media [J]. Chin. J. Org. Chem., 2008, 28(2): 261-265.