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Silver-Catalyzed Decarboxylative Chlorination of Aliphatic Carboxylic Acids

文献类型：期刊论文

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)
刊名J. Am. Chem. Soc.
出版日期2012
卷号134期号:9页码:4258-4263
ISSN号0002-7863
其他题名银催化的脂肪酸脱羧氯代
通讯作者李超忠
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.
学科主题金属有机化学
收录类别SCI
原文出处http://dx.doi.org/10.1021/ja210361z
语种英语
WOS记录号WOS:000301550800064
公开日期2013-08-22
源URL[http://202.127.28.38/handle/331003/28015]  
专题上海有机化学研究所_金属有机化学国家重点实验室
推荐引用方式
GB/T 7714		 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.
APA 王振涛,朱林,尹锋,苏中全,李兆栋,&李超忠.(2012).Silver-Catalyzed Decarboxylative Chlorination of Aliphatic Carboxylic Acids.J. Am. Chem. Soc.,134(9),4258-4263.
MLA 王振涛,et al."Silver-Catalyzed Decarboxylative Chlorination of Aliphatic Carboxylic Acids".J. Am. Chem. Soc. 134.9(2012):4258-4263.

入库方式： OAI收割

来源：上海有机化学研究所

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