The Chemistry of α-Oxo Ketene Cyclic Dithioacetals (XXV)──Synthesis of Hydroxyethyl Arylthio Ethers via Substitution-Cycloaromatization Reaction

Chem. J. Chinese Universities ›› 1996, Vol. 17 ›› Issue (1): 73.

• Articles • Previous Articles Next Articles

The Chemistry of α-Oxo Ketene Cyclic Dithioacetals (XXV)──Synthesis of Hydroxyethyl Arylthio Ethers via Substitution-Cycloaromatization Reaction

LIU Qun, ZHAO Hong-Wu, YANG Zhi-Yun, XU Bai-Ling

Department of Cemistry, Northeast Normal University, Changchun 130024

Received:1995-01-03 Online:1996-01-24 Published:1996-01-24

Abstract

Abstract: The addition of β,β-1,3-propylenedithio-α,β-unsaturated ketones 1 with methallyl Grignard reagent yielded carhinols 2.Catalyzed by mercuric chloride,carbinols 2 wereconverted to hydroxyethyl arylthio ethers 3 in the solvent of mercaptoethanol.When cat-alyzed by sulfuric acid, carbinols 2 were converted to α,β-unsaturated cyclohexanones 4.This conversion provides a new methd to the synthetesis of compound 4 and its analogues.

Key words: α-Oxo ketene cyclic dithioacetals, Mercaptoethanol, Substitution-cycloaromatization, Hydroxyethyl arylthio ether, Synthesis

TrendMD:

LIU Qun, ZHAO Hong-Wu, YANG Zhi-Yun, XU Bai-Ling. The Chemistry of α-Oxo Ketene Cyclic Dithioacetals (XXV)──Synthesis of Hydroxyethyl Arylthio Ethers via Substitution-Cycloaromatization Reaction[J]. Chem. J. Chinese Universities, 1996, 17(1): 73.

[1]	CAO Shujie, LI Hongjun, GUAN Wenli, REN Mengtian, ZHOU Chuanzheng. Progress on the Stereocontrolled Synthesis of Phosphorothioate Oligonucleotides [J]. Chem. J. Chinese Universities, 2022, 43(Album-4): 20220304.
[2]	WANG Ruyue, WEI Hehe, HUANG Kai, WU Hui. Freezing Synthesis for Single Atom Materials [J]. Chem. J. Chinese Universities, 2022, 43(9): 20220428.
[3]	YAO Qing, YU Zhiyong, HUANG Xiaoqing. Progress in Synthesis and Energy-related Electrocatalysis of Single-atom Catalysts [J]. Chem. J. Chinese Universities, 2022, 43(9): 20220323.
[4]	JIN Ruiming, MU Xiaoqing, XU Yan. Bio-chemical Synthesis of Melanin Precursor—— 5，6-Dihydroxyindole（DHI） [J]. Chem. J. Chinese Universities, 2022, 43(8): 20220134.
[5]	WEI Chunhong, JIANG Qian, WANG Panpan, JIANG Chengfa, LIU Yuefeng. Atomic Scale Investigation of Pt Atoms/clusters Promoted Co-catalyzed Fischer-Tropsch Synthesis [J]. Chem. J. Chinese Universities, 2022, 43(8): 20220074.
[6]	ZHANG Xinxin, XU Di, WANG Yanqiu, HONG Xinlin, LIU Guoliang, YANG Hengquan. Effect of Mn Promoter on CuFe-based Catalysts for CO₂ Hydrogenation to Higher Alcohols [J]. Chem. J. Chinese Universities, 2022, 43(7): 20220187.
[7]	ZHOU Zixuan, YANG Haiyan, SUN Yuhan, GAO Peng. Recent Progress in Heterogeneous Catalysts for the Hydrogenation of Carbon Dioxide to Methanol [J]. Chem. J. Chinese Universities, 2022, 43(7): 20220235.
[8]	LU Cong, LI Zhenhua, LIU Jinlu, HUA Jia, LI Guanghua, SHI Zhan, FENG Shouhua. Synthesis， Structure and Fluorescence Detection Properties of a New Lanthanide Metal-Organic Framework Material [J]. Chem. J. Chinese Universities, 2022, 43(6): 20220037.
[9]	LI Yidi, TIAN Xiaochun, LI Junpeng, CHEN Lixiang, ZHAO Feng. Electron Transfer on the Semiconductor-microbe Interface and Its Environmental Application [J]. Chem. J. Chinese Universities, 2022, 43(6): 20220089.
[10]	ZHUANG Jiahao, WANG Dingsheng. Current Advances and Future Challenges of Single-atom Catalysis [J]. Chem. J. Chinese Universities, 2022, 43(5): 20220043.
[11]	FENG Li, SHAO Lanxing, LI Sijun, QUAN Wenxuan, ZHUANG Jinliang. Synthesis of Ultrathin Sm-MOF Nanosheets and Their Visible-light Induced Photodegradation of Mustard Simulant [J]. Chem. J. Chinese Universities, 2022, 43(4): 20210867.
[12]	ZHANG Zhinan, CHENG Haiming, TENG Shiyong, ZHANG Ying. Synthesis and Optical Properties of RbPb₂Cl₅ [J]. Chem. J. Chinese Universities, 2022, 43(11): 20220418.
[13]	XING Peiqi, LU Tong, LI Guanghua, WANG Liyan. Controllable Syntheses of Two Cd（II） Metal-organic Frameworks Possessing Related Structures [J]. Chem. J. Chinese Universities, 2022, 43(10): 20220218.
[14]	WANG Jie, HUO Haiyan, WANG Yang, ZHANG Zhong, LIU Shuxia. General Strategy for In situ Synthesis of NENU-n Series Polyoxometalate-based MOFs on Copper Foil [J]. Chem. J. Chinese Universities, 2022, 43(1): 20210557.
[15]	LIANG Yu, LIU Huan, GONG Lige, WANG Chunxiao, WANG Chunmei, YU Kai, ZHOU Baibin. Synthesis and Supercapacitor Properties of Biimidazole-modified ｛SiW₁₂O₄₀｝ Hybrid [J]. Chem. J. Chinese Universities, 2022, 43(1): 20210556.

The Chemistry of α-Oxo Ketene Cyclic Dithioacetals (XXV)──Synthesis of Hydroxyethyl Arylthio Ethers via Substitution-Cycloaromatization Reaction

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments