Diacetoxyiodobenzene Promoted Chlorination of Silyl Enol Ether of Aryl Ketones

doi:10.6023/cjoc201511041

Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (5): 1028-1033.DOI: 10.6023/cjoc201511041 Previous Articles Next Articles

ARTICLE

二乙酸碘苯促进芳基酮烯醇硅醚的氯化反应

陈小伟, 种思颖, 杜刚刚, 黄丹凤, 王克虎, 苏瀛鹏, 胡雨来

西北师范大学化学化工学院兰州 730070

收稿日期:2015-11-19 修回日期:2015-12-30 发布日期:2016-02-01
通讯作者: 苏瀛鹏, 胡雨来 E-mail:suyp51@nwnu.edu.cn;huyl@nwnu.edu.cn
基金资助:
国家自然科学基金(Nos.21362033,21502154)资助项目.

Diacetoxyiodobenzene Promoted Chlorination of Silyl Enol Ether of Aryl Ketones

Chen Xiaowei, Chong Siying, Du Ganggang, Huang Danfeng, Wang Kehu, Su Yingpeng, Hu Yulai

College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070

Received:2015-11-19 Revised:2015-12-30 Published:2016-02-01
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21362033, 21502154).

1. Diacetoxyiodobenzene Promoted Chlorination of Silyl Enol Ether of Aryl Ketones.PDF(425KB)

Abstract

A series of α-chloroketones were obtained from silyl enol ethers of aryl ketones using trimethylchlorosilane as chlorine source and diacetoxyiodobenzene as promoter. The reaction occurs under mild condition yielding the product in moderate to good yields, and has the potential possibility for the synthesis of α-bromoketone by using trimethyl bromosilane as bromine source.

Key words: α-chlorination, diacetoxyiodobenzene, silyl enol ether, aryl ketone, α-bromoaryl ketone

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Chen Xiaowei, Chong Siying, Du Ganggang, Huang Danfeng, Wang Kehu, Su Yingpeng, Hu Yulai. Diacetoxyiodobenzene Promoted Chlorination of Silyl Enol Ether of Aryl Ketones[J]. Chin. J. Org. Chem., 2016, 36(5): 1028-1033.

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二乙酸碘苯促进芳基酮烯醇硅醚的氯化反应

Diacetoxyiodobenzene Promoted Chlorination of Silyl Enol Ether of Aryl Ketones

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