Direct Preparation of Trifluoromethylindium Reagents from Trifluoromethyl Iodide: Effective Trifluoromethylation and Perfluoroalkylation Reagents

Direct Preparation of Trifluoromethylindium Reagents from Trifluoromethyl Iodide: Effective Trifluoromethylation and Perfluoroalkylation Reagents
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由三氟甲基碘直接制备三氟甲基铟试剂:有效的三氟甲基化和全氟烷基化试剂

DOI:
10.1002/ejoc.201201116
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发表时间:
2012
期刊:
Eur. J. Org. Chem.
影响因子:
--
通讯作者:
K. Mikami
K. Mikami
中科院分区:
--
文献类型:
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作者:
M. Fujiu;Y. Nakamura;H. Serizawa;K. Aikawa;S. Ito;K. Mikami

文献摘要

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本文报道了由三氟甲基碘与1当量的铟、氯化锂或碘化钠和二茂铁直接合成三氟甲基铟试剂的方法。In···F弱相互作用适合于制备稳定的亲核全氟烷基化试剂,并成功地应用于醛的全氟烷基化反应。值得注意的是,各种醛的亲核三氟甲基化与三氟甲基碘通过仅使用一当量的铟、氯化锂和二茂铁而发生。
The direct synthesis of trifluoromethylindium reagents prepared from trifluoromethyl iodide by using just one equivalent each of indium, lithium chloride or sodium iodide, and ferrocene is reported. The weak In···F interaction is suitable to prepare stable but nucleophilic perfluoroalkyl reagents, which were successfully employed in the perfluoroalkylation of aldehydes. Notably, the nucleophilic trifluoromethylation of various aldehydes took place with trifluoromethyl iodide by utilizing just one equivalent each of indium, lithium chloride, and ferrocene.