Flow Update for a Cossy Photocyclization
Flow Update for a Cossy Photocyclization
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DOI：
10.1021/acs.orglett.6b02727
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发表时间：
2016-10-21
期刊：
影响因子：
5.2
通讯作者：
Ryu, Ilhyong
中科院分区：
文献类型：
--
作者：
Fukuyama, Takahide;Fujita, Yuki;Ryu, Ilhyong
用流动微反应器研究了有机卤化物（X = Br， I）在C-C三键上的Cossy 5-exo-dig光环反应，该反应在一分钟的停留时间内进行。一项氘标记研究支持了Cossy小组提出的非链自由基机制，其中氢源来源于三乙胺阳离子自由基。使用更大体积的流动反应器进行可扩展的流动合成也取得了成功，可提供4克的高收率产品。
A Cossy 5-exo-dig photocyclization of organo-halides (X = Br, I) onto a C-C triple bond was studied using a flow photomicroreactor, which proceeded in a minute order of residence time. A deuterium labeling study supported the nonchain radical mechanism proposed by the Cossy group, in which a hydrogen source originates from a triethylamine cation radical. Scalable flow synthesis using a larger volume of flow reactor was also successful, providing 4 g of the product in high yield.