Sodium-Ketyl Radical Anions by Reverse Pinacol Reaction and Their Coupling with Iodoarenes.

Sodium-Ketyl Radical Anions by Reverse Pinacol Reaction and Their Coupling with Iodoarenes.
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逆频哪醇反应生成钠-酮基阴离子及其与碘芳烃的偶联

DOI:
10.1021/acs.orglett.6b02184
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发表时间:
2016
期刊:
影响因子:
5.2
通讯作者:
A. Studer
A. Studer
中科院分区:
化学1区
文献类型:
--
作者:
X. Tang;A. Studer

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介绍了碘代芳烃与频哪醇之间无过渡金属的C-C键的形成。频哪醇容易通过用NaH去质子化转化为它们的频哪醇钠。C-C键在室温下均裂原位生成相应的Na-酮基自由基阴离子,其在均裂芳族取代反应中与各种芳基碘反应以形成叔Na-醇盐。质子化最终以前所未有的途径提供叔醇。
Transition-metal-free C–C bond formation between aryl iodides and pinacols is presented. Pinacols are readily transformed by deprotonation with NaH to their Na-pinacolates. C–C-bond homolysis at room temperature generates in situ the corresponding Na-ketyl radical anions which react with various aryl iodides in a homolytic aromatic substitution reaction to form tertiary Na-alcoholates. Protonation eventually provides tertiary alcohols in an unprecedented route.
DOI: --
发表时间: 1966
期刊:
影响因子: --
作者:
G. Russell;M. Young
通讯作者: M. Young