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通过二甲基锌-空气自由基过程实现伯烷基对亚胺的无锡分子间加成。

Tin-free intermolecular addition of primary alkyls to imines via the dimethylzinc-air radical process.

作者信息

Yamada Ken-ichi, Yamamoto Yasutomo, Maekawa Masaru, Akindele Tito, Umeki Hiroyuki, Tomioka Kiyoshi

机构信息

Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Japan.

出版信息

Org Lett. 2006 Jan 5;8(1):87-9. doi: 10.1021/ol052563r.

Abstract

[reaction: see text] A dimethylzinc-air initiator was applied to the generation of primary alkyl radicals from alkyl iodides. The addition of the generated primary alkyl radicals to N-tosylimines was accelerated by the action of boron trifluoride-diethyl etherate and copper(II) triflate to give the corresponding adducts in good yields after 2-3 h. Air oxygen was essential for the reaction to proceed, showing involvement of a radical process in the reaction.

摘要

[反应:见正文] 二甲基锌-空气引发剂被用于从碘代烷生成伯烷基自由基。在三氟化硼-乙醚络合物和三氟甲磺酸铜(II)的作用下,所生成的伯烷基自由基对N-甲苯磺酰亚胺的加成反应得以加速,2-3小时后以良好的产率得到相应的加合物。空气氧对于反应的进行至关重要,表明反应中涉及自由基过程。

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