Please wait a minute...
ZJUS-A
Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering)  2007, Vol. 8 Issue (7): 999-1003    DOI: 10.1631/jzus.2007.A0999
Materials Science & Chemical Engineering     
Sm/TiCl4 (cat.) system-mediated intermolecular and intramolecular reductive coupling reactions of ketones with esters
LIU Yun-kui, XU Dan-qian, XU Zhen-yuan, ZHANG Yong-min
State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, China; Department of Chemistry, Zhejiang University, Hangzhou 310028, China
Download:     PDF (0 KB)     
Export: BibTeX | EndNote (RIS)      

Abstract  Sm/TiCl4 system could well integrate the high reactivity of samarium(II) and high deoxygenation capacity of low valent titanium within one system. In this paper, the intermolecular and intramolecular reductive coupling reactions of ketones with esters mediated by metallic samarium (Sm) and a catalytic amount of titanium tetrachloride (TiCl4) were successfully developed. A series of substituted ketones and cyclic β-keto-esters were prepared in moderate to good yields under reflux and neutral conditions.

Key words： Samarium (Sm)      Titanium tetrachloride (TiCl4)      Ketone      Ester      Reductive coupling reaction     
Received: 12 July 2006     
CLC:  O622.6  
Service
E-mail this article
Add to my bookshelf
Add to citation manager
E-mail Alert
RSS
Articles by authors
LIU Yun-kui
XU Dan-qian
XU Zhen-yuan
ZHANG Yong-min
Cite this article:

LIU Yun-kui, XU Dan-qian, XU Zhen-yuan, ZHANG Yong-min. Sm/TiCl4 (cat.) system-mediated intermolecular and intramolecular reductive coupling reactions of ketones with esters. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2007, 8(7): 999-1003.

URL:

http://www.zjujournals.com/xueshu/zjus-a/10.1631/jzus.2007.A0999     OR     http://www.zjujournals.com/xueshu/zjus-a/Y2007/V8/I7/999

[1] Chiong Ing Tiong, Yahya Azli, Mohammed Rafiq Abdul Kadir, Samion Syahrullail. Tribological evaluation of refined, bleached and deodorized palm stearin using four-ball tribotester with different normal loads[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2012, 13(8): 633-640.
[2] Zheng SHEN, Fang-ming JIN, Ya-lei ZHANG, Bing WU, Jiang-lin CAO. Hydrogen transfer reduction of ketones using formic acid as a hydrogen donor under hydrothermal conditions[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2009, 10(11): 1631-1635.
[3] HE Guang-yu, HE Zhi-liang, ZHANG Hong-an, ZHU Zhi-xin, CHEN Qiang-lu, QIAN Yi-xiong, GU Yi. Dual influence of the rejuvenation of Southern Tianshan and Western Kunlun orogen on the Cenozoic structure deformation of Tarim Basin, northwestern China: A superposition deformation model from Bachu Uplift[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2007, 8(9): 1388-1394.
[4] TIAN Rong-xiang, WENG Huan-xin. Influence of climatic warming in the Southern and Northern Hemisphere on the tropical cyclone over the western North Pacific Ocean[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2006, 7(11): 18-.
[5] DHARMALINGAM K., RAMACHANDRAN K., SIVAGURUNATHAN P.. Solvent effects on hydrogen bonding between primary alcohols and esters[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2006, 7(11): 19-.
[6] LI Zi-long, TAKASU Akira. Petrological study of the western Iratsu mass from the Sambagawa metamorphic belt, central Shikoku, Japan*[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2005, 6( 7): 8-.
[7] YE Shao-jing, FANG Ping-chu, MAO Guo-gen, LI Chao-long, Qiu Xiang, CHEN Hai-xiang. Purification and relationship with gastric disease of a 130 kDa (CagA) protein of Helicobacter pylori[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2003, 4(2): 232-235.
[8] CHEN Han-lin, ZENG Hua-sheng, SHEN Xiao-hua, YANG Shu-feng, ZHANG Guoc-cheng, Xiao Wen-jiao, LI Ji-liang, ZHAO Dong-dong. CHARACTERISTICS AND EVOLUTION OF MESOZOIC FORELAND FOLD AND THRUST BELT IN WESTERN KUNLUN SHAN,CHINA[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2000, 1(4): 431-436.
[9] Sorsa Sota Solomon, LI Shao-nan, FANG De-fan. IN VIVO INHIBITION AND RECOVERY OF BRAIN ACETYLCHOLINES-TERASE IN TOPMOUTH GUDGEON (PSEUDORASOBORA PARVA) FOLLOWING EXPOSURE TO FENITROTHION[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2000, 1(4): 448-455.
[10] XIAO Lang, TIAN Zheng-ping. A COMPARATIVE STUDY ON THE 1898 REFORM OF CHINA AND THE MEIJI RESTORATION[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2000, 1(1): 105-110.
[11] XIAO Lang,TIAN Zheng-ping. A COMPARATIVE STUDY ON THE 1898 REFORM OF CHINA AND THE MEIJI RESTORATION[J]. Journal of Zhejiang University-SCIENCE A (Applied Physics & Engineering), 2000, 1( 1): 105-110.