Activation of carbon dioxide by electrogenerated superoxide ion: A new carboxylating reagent
Activation of carbon dioxide by electrogenerated superoxide ion: A new carboxylating reagent
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DOI：
10.1021/jo9512057
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发表时间：
1996-01-12
影响因子：
3.6
通讯作者：
Feroci, M
中科院分区：
文献类型：
--
作者：
Casadei, MA;Cesa, S;Feroci, M
在CO2存在下，O2的电化学还原可得到一种新的温和、安全的羧化试剂。当应用于在与羰基相邻的碳原子上带有离去基团的NH-质子羧酰胺时，该方法以高至优异的产率得到恶唑烷-2，4-二酮。底物可以在电解开始时加入溶液中，或者利用试剂的稳定性，在切断电流后加入，从而使羧化过程不依赖于底物中存在的比O2更容易还原的碳二亚胺。
A new mild, safe carboxylating reagent is available from the electrochemical reduction of O2 in the presence of CO2. When applied to NH-protic carboxamides bearing a leaving group at the carbon atom adjacent to the carbonyl, the procedure affords oxazolidine-2, 4-diones in high to excellent yields. The substrate can be added to the solution at the beginning of the electrolysis or, taking advantage of the stability of the reagent, after the current is switched off, thus making the carboxylation process independent of the presence of electrophores in the substrate, which are even more easily reducible than O2.