使用氰基硼氢化钠作为自由基介导物的流动 Giese 反应。
Flow Giese reaction using cyanoborohydride as a radical mediator.
机构信息
Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan.
出版信息
Beilstein J Org Chem. 2013 Sep 3;9:1791-6. doi: 10.3762/bjoc.9.208. eCollection 2013.
Abstract
Tin-free Giese reactions, employing primary, secondary, and tertiary alkyl iodides as radical precursors, ethyl acrylate as a radical trap, and sodium cyanoborohydride as a radical mediator, were examined in a continuous flow system. With the use of an automated flow microreactor, flow reaction conditions for the Giese reaction were quickly optimized, and it was found that a reaction temperature of 70 °C in combination with a residence time of 10-15 minutes gave good yields of the desired addition products.
摘要
无锡的 Giese 反应，采用伯、仲、叔烷基碘化物作为自由基前体，丙烯酸乙酯作为自由基捕获剂，氰基硼氢化钠作为自由基介导剂，在连续流系统中进行了研究。使用自动化流动微反应器，快速优化了 Giese 反应的流动反应条件，发现反应温度为 70°C，停留时间为 10-15 分钟，可得到所需加成产物的良好收率。
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