Combined Catalytic System of Scandium Triflate and Boronic Ester for Amide Bond Cleavage

Combined Catalytic System of Scandium Triflate and Boronic Ester for Amide Bond Cleavage
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DOI:
10.1002/adsc.201300819
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发表时间:
2013-11-25
影响因子:
5.4
通讯作者:
Mashima, Kazushi
Mashima, Kazushi
中科院分区:
化学2区
文献类型:
--
作者:
Kita, Yusuke;Nishii, Yuji;Mashima, Kazushi

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我们已经发现,钪与硼酸酯的组合能够使酰胺键断裂。伯酰胺在催化量的三氟甲磺酸钪和硼酸酯存在下,在温和和中性条件下转化为相应的酯。这种独特的催化体系可用于乙酰苯胺衍生物的脱保护。此外,进行对照NMR实验以检查硼酸酯的效果。
We have found that the combination of scandium with boronic ester enables the cleavage of amide bonds. Primary amides were converted to the corresponding esters in the presence of catalytic amounts of scandium triflate and boronic ester under mild and neutral conditions. This unique catalytic system can be applied to the deprotection of acetylaniline derivatives. In addition, control NMR experiments were carried out to examine the effect of the boronic esters.