A Continuous-Flow Protocol for Light-Induced Benzylic Fluorinations

A Continuous-Flow Protocol for Light-Induced Benzylic Fluorinations
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DOI:
10.1021/jo5016757
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发表时间:
2014-09-05
影响因子:
3.6
通讯作者:
Kappe, C. Oliver
Kappe, C. Oliver
中科院分区:
化学2区
文献类型:
--
作者:
Cantillo, David;de Frutos, Oscar;Kappe, C. Oliver

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提出了一种适用于光致氟化反应的连续流程法。该方法使用SelectFluor作为氟源,并使用Xanthone作为廉价的商业有机光催化剂。流动光反应器是基于透明的氟化乙丙管和家用紧凑型荧光灯。黄原酮与黑光照射的结合产生了非常有效的氟化作用。对于各种含有不同官能团的底物,停留时间在30 mm以下时,分离产量都很好到很好。
A continuous-flow protocol for the light-induced fluorination of benzylic compounds is presented. The procedure uses Selectfluor as the fluorine source and xanthone as an inexpensive and commercially available photoorganocatalyst. The flow photoreactor is based on transparent fluorinated ethylene propylene tubing and a household compact fluorescent lamp. The combination of xanthone with black-light irradiation results in very efficient fluorination. Good to excellent isolated yields were obtained for a variety of substrates bearing different functional groups applying residence times below 30 mm.