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Journal of Zhejiang University SCIENCE A

ISSN 1673-565X(Print), 1862-1775(Online), Monthly

2007 Vol.8 No.7 P.999-1003

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

ykuiliu@zjut.edu.cn; chrc@zjut.edu.cn

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


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DOI:

10.1631/jzus.2007.A0999

CLC number:

O622.6

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Received:

2006-07-12

Revision Accepted:

2006-08-18

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