Synthesis of 4-Bromo-2-sulfolene Ester Derivatives

Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (02): 239-241. Previous Articles Next Articles

Reports

4-溴-2-环戊烯砜酯化衍生物的合成

霍延平¹,2,3，曾和平*^,2，江焕峰¹,2

(¹中国科学院广州化学研究所广州510650)
(²华南理工大学化学科学学院广州 510641)
(³中国科学院研究生院北京 100039)

收稿日期:2005-04-26 修回日期:2005-08-18 发布日期:2006-01-21
通讯作者: 曾和平

Synthesis of 4-Bromo-2-sulfolene Ester Derivatives

HUO Yan-Ping¹,2,3,ZENG He-Ping*^,2,JIANG Huan-Feng¹,2

(¹Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650)
(² School of Chemistry, South China University of Technology, Guangzhou 510641)
(³Graduate University of Chinese Academy of Sciences, Beijing 100039)

Received:2005-04-26 Revised:2005-08-18 Published:2006-01-21
Contact: ZENG He-Ping

Abstract

3,4-Dibromosulfolane (1) was treated with pyridine to form 4-bromo-2-sulfolene (2) by elimination reaction. 4-Bromo-2-sulfolene (2) reacted with substituted benzoic acid salts 3a～3c or alizarin yellow (3d) to give four novel allylic substitution products 4a～4d by esterification reaction, respectively. These novel compounds 4a～4d were determined by IR, ¹H NMR, MS spectra and elemental analysis.

Key words: substituted benzoic acid salt, alizarin yellow, esterification, 4-bromo-2-sulfolene, 3,4-dibromosulfolane

Cite this article

HUO Yan-Ping^1,2,3,ZENG He-Ping*^,2,JIANG Huan-Feng^1,2. Synthesis of 4-Bromo-2-sulfolene Ester Derivatives[J]. Chin. J. Org. Chem., 2006, 26(02): 239-241.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Yunzhe Zhong, Ying hen, Lei Yu, Hongwei Zhou. Electrochemical Mediated Esterification Reaction of Carboxylic Acids and Alcohols [J]. Chinese Journal of Organic Chemistry, 2023, 43(8): 2855-2863.
[2]	Yijun Shi, Xinyue Sun, Han Cao, Fusheng Bie, Jie Ma, Zhe Liu, Xingshun Cong. Thioesterification of Esters with Primary Aliphatic Thiols at Room Temperature [J]. Chinese Journal of Organic Chemistry, 2023, 43(7): 2499-2505.
[3]	Zehui Li, Haoyu Zou, Lincai Li, Yiling Zhao, Hongping Zhu. Synthesis and Propylene Oxide Carbonylation Hydroesterification Catalytic Property of N,O-Ligand Coordination Cobalt Compounds [J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3907-3915.
[4]	Peng Wang, Da Yang, Huan Liu. Recent Advances on Carbonylation of 1,3-Dienes [J]. Chinese Journal of Organic Chemistry, 2021, 41(9): 3379-3389.
[5]	Shiyan Cheng, Chuhong Ou, Hongmin Lin, Junsong Jia, Haitao Tang, Yingming Pan, Guobao Huang, Xiujin Meng. Electrochemically Mediated Esterification of Aromatic Aldehydes with Aliphatic Alcohols via Anodic Oxidation [J]. Chinese Journal of Organic Chemistry, 2021, 41(12): 4718-4724.
[6]	Yu Jieqiang, Jia Jun, Wang Xingwang. Synthesis of a Type of Linear β,γ-Unsaturated α-Keto Tryptophol Ester Compounds [J]. Chinese Journal of Organic Chemistry, 2020, 40(9): 2778-2787.
[7]	Ma Hongpeng, Bai Chaolumen, Bao Yongsheng. Nano-Gold Catalyzed Transesterification of (Hetero) aryl Esters with Alkyl Halides via C-O Activation [J]. Chin. J. Org. Chem., 2019, 39(3): 734-746.
[8]	Menggen qiqige, Wu Yun, Bao Yongsheng. Metal-Free Esterification of Aldehydes or Carboxylic Acids with Quaternary Ammonium Salts [J]. Chin. J. Org. Chem., 2018, 38(4): 902-911.
[9]	Ding Haixin, Li Chuang, Dong Xiangyou, Cao Banpen, Zhang Ning, Hong Sanguo, Xiao Qiang. First Total Synthesis of Marine Natural Nucleoside Kipukasin D [J]. Chin. J. Org. Chem., 2018, 38(12): 3351-3355.
[10]	Ju Lei, Ma Chunmei, Tang Mi, Wang Yanhui, Yu Xinhong, Ma Hongmei. N-Heterocyclic Carbene-Catalyzed Oxidative Esterification of Aldehydes: Facile Access to α-Acyloxyacetates and Cyanomethyl Esters [J]. Chin. J. Org. Chem., 2018, 38(11): 3056-3062.
[11]	Zhang Haifei, Liu Dongmei, Kang Tingting, Wang Ye, Zhang Xiaoxiang, Zhu Xinbao. Synthesis of Novel Benzothiazolium Ionic Liquids and Research on Their Catalytic Esterification for Ricinoleic Acid [J]. Chin. J. Org. Chem., 2016, 36(5): 1104-1110.
[12]	Hu Jingjing, Zhao Dishun, Li Jingjing, Zhai Jianhua, Hu Tiantian. Synthesis and Catalytic Esterification Performance of Caprolactam Task-Specific Ionic Liquids [J]. Chin. J. Org. Chem., 2015, 35(8): 1773-1780.
[13]	Zhang Jian, Lu Qingquan, Liu Chao, Lei Aiwen. Recent Advances in Oxidative Coupling Reactions [J]. Chin. J. Org. Chem., 2015, 35(4): 743-759.
[14]	Li Jianxiao, Zhang Zhenming, Li Chunsheng, Luo Wei, Yang Shaorong. Palladium-Catalyzed Intermolecular Carboesterification of Alkynoic Acids with Alkenes [J]. Chin. J. Org. Chem., 2015, 35(10): 2199-2204.
[15]	Ma Zhonghua, He Mengli, Zhang Haijuan, Ma Jingzhong, Yuan Hong. Hydrophobic Perfluoroalkylsulfonyl Imide Solid Acid as Catalyst of Esterification and Pechmann Condensation [J]. Chin. J. Org. Chem., 2014, 34(11): 2255-2261.

4-溴-2-环戊烯砜酯化衍生物的合成

Synthesis of 4-Bromo-2-sulfolene Ester Derivatives

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments