Synthesis of Difluorinated Enynes through Sonogashira-Type Coupling
Synthesis of Difluorinated Enynes through Sonogashira-Type Coupling
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DOI：
10.1021/acs.orglett.6b02919
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发表时间：
2016-11-04
期刊：
影响因子：
5.2
通讯作者：
Satoh, Tetsuya
中科院分区：
文献类型：
--
作者：
Fujino, Takumi;Hinoue, Tomoaki;Satoh, Tetsuya
即使在室温下，2,2-二氟乙烯基tosylate与各种脂肪和芳香末端炔的sonogashura型偶联也能顺利进行，以产生相应的二氟化烯衍生物。2,2,2-二氟乙烯基戊磺酸酯是一种有用的二氟乙烯基来源，因为它可以从2,2,2-三氟乙醇中得到。所得的一些烯在固体状态下表现出强烈的荧光。还研究了通过Rh（III）催化氧化偶联进一步衍生化二氟化炔的方法。
The Sonogashira-type coupling of 2,2-difluoroethenyl tosylate with a variety of aliphatic and aromatic terminal alkynes proceeds smoothly even at room temperature to produce the corresponding difluorinated enyne derivatives. 2,2-Difluoroethenyl tosylate is a useful difluoroethenyl source because of its ready availability from 2,2,2-trifluoroethanol. Some of the obtained enynes exhibit strong fluorescence in the solid state. Further derivatization of a difluorinated enyne through Rh(III)-catalyzed oxidative coupling has also been examined.