Oxidative addition of 1,3-dicarbonyl compounds to alkenes mediated by cerium(IV) ammonium nitrate and manganese(III) acetate: A comparative study

被引:74
作者
Nair, V
Mathew, J
Radhakrishnan, KV
机构
[1] Organic Chemistry Division, Regional Research Laboratory (CSIR)
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 12期
关键词
D O I
10.1039/p19960001487
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidative addition of dimedone, acetylacetone and ethyl acetoacetate to cyclic and acyclic alkenes mediated by CAN gives dihydrofurans in good yields, Similar addition of the radical generated from dimethyl malonate to alkenes provides lactones. A comparative study of these reactions vis-a-vis those mediated by Mn(OAc)(3) has shown that the former generally lead to higher yields of products. The milder reaction conditions, experimental simplicity, and the solubility of CAN in common organic solvents like methanol, acetonitrile and THF are other advantages. Thus it appears from this study that CAN is superior to the commonly used Mn(OAc)(3).
引用
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页码:1487 / 1492
页数:6
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