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学科主题: 金属有机化学
题名: Silver-Catalyzed Decarboxylative Chlorination of Aliphatic Carboxylic Acids
其他题名: 银催化的脂肪酸脱羧氯代
作者: Wang ZT(王振涛) ; Zhu L(朱林) ; Yin F(尹锋) ; Su ZQ(苏中全) ; Li ZD(李兆栋) ; Li CZ(李超忠)
通讯作者: 李超忠
刊名: J. Am. Chem. Soc.
发表日期: 2012
卷: 134, 期:9, 页:4258-4263
收录类别: SCI
部门归属: 中科院上海有机化学研究所; 中国科技大学
英文摘要: Decarboxylative halogenation of carboxylic acids, the Hunsdiecker reaction, is one of the fundamental functional group transformations in organic chemistry. As the initial method requires the preparations of strictly anhydrous silver carboxylates, several modifications have been developed to simplify the procedures. However, these methods suffer from the use of highly toxic reagents, harsh reaction conditions, or limited scope of application. In addition, none is catalytic for aliphatic carboxylic acids. In this Article, we report the first catalytic Hunsdiecker reaction of aliphatic carboxylic acids. Thus, with the catalysis of Ag(Phen)(2)OTf, the reactions of carboxylic acids with t-butyl hypochlorite afforded the corresponding chlorodecarboxylation products in high yields under mild conditions. This method is not only efficient and general, but also chemoselective. Moreover, it exhibits remarkable functional group compatibility, making it of more practical value in organic synthesis. The mechanism of single electron transfer followed by chlorine atom transfer is proposed for the catalytic chlorodecarboxylation.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000301550800064
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/28015
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
Wang ZT,Zhu L,Yin F,et al. Silver-Catalyzed Decarboxylative Chlorination of Aliphatic Carboxylic Acids[J]. J. Am. Chem. Soc.,2012,134(9):4258-4263.
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