Flow Giese reaction using cyanoborohydride as a radical mediator

被引：17

作者：

Fukuyama, Takahide ^{[1
]}

Kawamoto, Takuji ^{[1
]}

Kobayashi, Mikako ^{[1
]}

Ryu, Ilhyong ^{[1
]}

机构：

[1] Osaka Prefecture Univ, Grad Sch Sci, Dept Chem, Sakai, Osaka 5998531, Japan

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷

基金：

日本学术振兴会;

关键词：

continuous flow system; cyanoborohydride; flow chemistry; iodoalkanes; microreactor; tin-free Giese reaction; HETEROCYCLIC CARBENE BORANES; ORGANIC-SYNTHESIS; BLACK-LIGHT; HYDROXYMETHYLATION; HALIDES; CO; INTERMEDIATE; MICROREACTOR;

D O I：

10.3762/bjoc.9.208

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 degrees C in combination with a residence time of 10-15 minutes gave good yields of the desired addition products.

引用

页码：1791 / 1796

页数：6

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