Department of Chemistry, Graduate School of Science, Osaka City University , 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka 558-8585, Japan.
Org Lett. 2016 Nov 4;18(21):5688-5691. doi: 10.1021/acs.orglett.6b02919. Epub 2016 Oct 17.
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.
2,2-二氟乙烯对甲苯磺酸酯与各种脂肪族和芳香族末端炔烃的 Sonogashira 型偶联反应即使在室温下也能顺利进行,生成相应的二氟烯炔衍生物。2,2-二氟乙烯对甲苯磺酸酯是一种有用的二氟乙烯基源,因为它可以从 2,2,2-三氟乙醇中容易获得。一些得到的烯炔在固态下表现出强荧光。还通过 Rh(III)-催化的氧化偶联进一步研究了二氟烯炔的衍生化。