Three-component coupling using arynes and aminosilanes for ortho-selective double functionalization of aromatic skeletons.

Three-component coupling using arynes and aminosilanes for ortho-selective double functionalization of aromatic skeletons.
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DOI:
10.1021/jo800761b
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发表时间:
2008-06
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
T. Morishita;H. Fukushima;H. Yoshida;J. Ohshita;A. Kunai
T. Morishita;H. Fukushima;H. Yoshida;J. Ohshita;A. Kunai
中科院分区:
其他
文献类型:
--
作者:
T. Morishita;H. Fukushima;H. Yoshida;J. Ohshita;A. Kunai

文献摘要

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在苯甲酸存在下,芳烃被发现与氨基硅烷和羰基化合物偶联,生成2-氨基苯。磺酰亚胺也可以应用于反应,使氨基和氨甲基部分结合到芳香骨架的连续位置上。在没有苯甲酸的情况下,只得到了少量的三组分偶联产物,证实了它在本反应中的重要作用。
Arynes were found to couple with aminosilanes and carbonyl compounds in the presence of benzoic acid to provide 2-aminobenzhydrols. Sulfonylimines could also be applied to the reaction, enabling amino and aminomethyl moieties to be incorporated into contiguous positions of aromatic skeletons. Only a small amount of the three-component coupling product was obtained in the absence of benzoic acid, which confirms its vital role in the present reaction.