Ultrasonic Synthesis of Novel 3-(5-Chloro/phenoxy-3-methyl-1- phenylpyrazo-4-yl)isoazolo-N-substituted phenyl-dehydronorcantharidimide Derivatives

Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (03): 375-378. Previous Articles Next Articles

Reports

超声法合成新型3-(5-氯/苯氧基-3-甲基-1-苯基-4-吡唑基)异噁唑N-取代苯基去甲去氢斑蝥酰亚胺衍生物

贾兆祥，李燕萍，刘晨江*

(新疆大学化学化工学院乌鲁木齐 830046)

收稿日期:2005-03-15 修回日期:2005-09-13 发布日期:2006-02-28
通讯作者: 刘晨江

Ultrasonic Synthesis of Novel 3-(5-Chloro/phenoxy-3-methyl-1- phenylpyrazo-4-yl)isoazolo-N-substituted phenyl-dehydronorcantharidimide Derivatives

JIA Zhao-Xiang,LI Yan-Ping,LIU Chen-Jiang *

(College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046)

Received:2005-03-15 Revised:2005-09-13 Published:2006-02-28
Contact: LIU Chen-Jiang

Abstract

Abstract A series of novel 3-(5-chloro/phenoxy-3-methyl-1-phenylpyrazo-4-yl)isoazolo-N-substituted phenyl-dehydronorcantharidimide derivatives were synthesized by the 1,3-dipolar cycloaddition reaction of 5-chloro/phenoxy-4-(α-chloro-α-oximidomethyl)-3-methyl-1-phenylpyrazole and N-substituted phenyldehydronorcantharidimide which was prepared by the reaction of dehydronor-cantharidin with substituted aniline. The structures of all compounds were confirmed by IR, ¹H NMR, ¹H-¹HCOSY, NOESY spectra and elemental analysis.

Key words: 1,3-dipolar cycloaddition, ultrasonic catalyse, isoxazole, pyrazole, dehydronorcantharidimide

Cite this article

JIA Zhao-Xiang,LI Yan-Ping,LIU Chen-Jiang *. Ultrasonic Synthesis of Novel 3-(5-Chloro/phenoxy-3-methyl-1- phenylpyrazo-4-yl)isoazolo-N-substituted phenyl-dehydronorcantharidimide Derivatives[J]. Chin. J. Org. Chem., 2006, 26(03): 375-378.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Hu Ma, Danfeng Huang, Kehu Wang, Duoduo Tang, Yang Feng, Yuanyuan Reng, Junjiao Wang, Yulai Hu. Synthesis of 3-Trifluoromethylpyrazole Derivatives [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3257-3267.
[2]	Rongchao Lei, Wenjie Lan, Mengzhu Li, Bin Fu. A Convenient Approach to Benzosultam-Linked Pyrazole Compounds [J]. Chinese Journal of Organic Chemistry, 2023, 43(7): 2553-2560.
[3]	Yang Sun, Yang Wang, Zichan Zhang, Ye Qian, Guicheng Luo, Beibei Zhou, Lisha Miao, Yudie Chen, Hong Dai, Baolin Xu, Zhengguang Wu. Synthesis and Bioactivities of Novel Pyrazole Oxime Derivatives Containing 1,3,4-Oxadiazole Group [J]. Chinese Journal of Organic Chemistry, 2023, 43(4): 1584-1590.
[4]	Zichan Zhang, Yang Sun, Sheng Hua, Baolin Xu, Min Zhang, Qin Zhao, Dandan Zheng, Yang Wang, Jianfeng Ju, Yujun Shi, Hong Dai. Synthesis and Insecticidal Activity of Novel Pyrazole Amides Containing an Isoxazole Moiety [J]. Chinese Journal of Organic Chemistry, 2023, 43(4): 1435-1443.
[5]	Haojie Ma, Fengyuan Zhou, Jinlei Liu, Bo Han, Hua Yang, Yuqi Zhang, Jijiang Wang. Construction of Substituted N-Phenylpyrazoles via a Catalyst- Free and Additive-Free Intermolecular Cyclization Process [J]. Chinese Journal of Organic Chemistry, 2022, 42(6): 1843-1848.
[6]	Changkai Wang, Tengda Sun, Xuebo Zhang, Xinling Yang, Xingxing Lu, Huan Xu, Fasheng Shi, Li Zhang, Yun Ling. Design, Synthesis and Bioactivity of Novel Fluoropyrazole Hydrazides [J]. Chinese Journal of Organic Chemistry, 2022, 42(5): 1527-1536.
[7]	Wei Wang, Furan Wu, Yidan Ma, Dan Xu, Gong Xu. Study on Synthesis and Antifungal Activity of Novel Benzamides Containing Substituted Pyrazole Unit [J]. Chinese Journal of Organic Chemistry, 2022, 42(2): 607-618.
[8]	Siyu Mu, Hongxia Li, Zhilin Wu, Junmei Peng, Jinyang Chen, Weimin He. Electrocatalytic Three-Component Synthesis of 4-Bromopyrazoles from Acetylacetone, Hydrazine and Diethyl Bromomalonate [J]. Chinese Journal of Organic Chemistry, 2022, 42(12): 4292-4299.
[9]	Yunshu Liu, Guodong Zhao, Wenju Wu, Yunze Wang, Yanchao Yu, Jun You, Bo Liu. Study on Asymmetric Conjugate Cyanation of 3,5-Dimethyl-N-α,β-unsaturated Acylpyrazole Catalyzed by Magnesium-Bisoxazoline Complex [J]. Chinese Journal of Organic Chemistry, 2022, 42(1): 208-217.
[10]	Haojie Ma, Xiaoqiang Zhou, Bo Han, Ran Li, Xueyan Hou, Xingyue Ji, Yuqi Zhang, Guosheng Huang, Jijiang Wang. A Catalyst-Free One-Pot Protocol for the Construction of Substituted Sulfonyl Pyrazoles [J]. Chinese Journal of Organic Chemistry, 2021, 41(9): 3710-3716.
[11]	Jiaoli Ma, Penghu Guo, Jing Li, Xincheng Liao, Huicheng Cheng. Synthesis and Antitumor Activity of Amide Derivatives Containing 1,3,4-Thiadiazole and Pyrazole Moieties [J]. Chinese Journal of Organic Chemistry, 2021, 41(8): 3214-3222.
[12]	Wenqing Zhu, Tingyi Xu, Wenyong Han. Recent Progress in the Application of Difluoromethyl Diazomethane as Fluorine-Containing Building Block [J]. Chinese Journal of Organic Chemistry, 2021, 41(4): 1275-1287.
[13]	Guanglei Li, Haifeng Huang, Jun Yang, Hongzhen Duan. Progress in the Synthesis of Energetic Salts Based on Pyrazole [J]. Chinese Journal of Organic Chemistry, 2021, 41(4): 1466-1488.
[14]	Haojie Ma, Zhou Sun, Jinlei Liu, Xia Zhang, Huali Cui, Yuqi Zhang, Jijiang Wang. CBr₄-Mediated Intermolecular Cyclization Reaction: Efficient Synthesis of Substituted N-Acylpyrazoles [J]. Chinese Journal of Organic Chemistry, 2021, 41(11): 4353-4360.
[15]	Min Zhao, Fei Li, Yizheng Cheng, Youming Wang, Zhenghong Zhou. Optically Active 3,4-Dihydrocoumarins via Organocatalyzed Asymmetric [4+2] Annulation of ortho-Hydroxyl Functionalized p-Quinone Methides with β-Keto Acylpyrazoles [J]. Chinese Journal of Organic Chemistry, 2021, 41(10): 4039-4049.

超声法合成新型3-(5-氯/苯氧基-3-甲基-1-苯基-4-吡唑基)异噁唑N-取代苯基去甲去氢斑蝥酰亚胺衍生物

Ultrasonic Synthesis of Novel 3-(5-Chloro/phenoxy-3-methyl-1- phenylpyrazo-4-yl)isoazolo-N-substituted phenyl-dehydronorcantharidimide Derivatives

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments