Ruthenium-catalyzed oxidative cleavage of alkynes to carboxylic acids

被引：60
|
作者：
Yang, D
Chen, F
Dong, ZM
Zhang, DW
机构：
[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
[2] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 06期
关键词：
D O I：
10.1021/jo0357925
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We describe an efficient method for the oxidative cleavage of alkynes to carboxylic acids using a combination of RuO2/Oxone/NaHCO3 in a CH3CN/H2O/EtOAc solvent system. Both internal and terminal alkynes, regardless of their electron density, can be oxidized to carboxylic acids in excellent yield (up to 99%). H-1 NMR spectroscopy and ESIMS experiments provided evidence for alpha-diketones and anhydrides as possible intermediates in these oxidation reactions.
引用
收藏
页码：2221 / 2223
页数：3
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