Department of Materials Science and Technology, Nagaoka University of Technology , 1603-1, Kamitomioka-cho, Nagaoka, Niigata 940-2188, Japan.
Org Lett. 2017 Dec 15;19(24):6602-6605. doi: 10.1021/acs.orglett.7b03302. Epub 2017 Nov 28.
Reductive introduction of a fluorine-containing carbon block to readily available conjugated ynones, followed by intramolecular cyclization, successfully gave the corresponding trifluoromethylated cyclopentenones or trifluoromethylated furans in good yields through a simple two-step protocol. The key compound in carbon-carbon bond formation by magnesium-promoted reduction is ethyl trifluoroacetate, which has been rarely used as a fluorine-containing carbon source, especially to electron-deficient carbon atoms in organic synthesis.
将含氟碳块还原引入到易得的共轭炔酮中，然后进行分子内环化，通过简单的两步法反应，以良好的收率得到相应的三氟甲基化环戊烯酮或三氟甲基化呋喃。在镁促进还原形成碳-碳键的关键化合物是三氟乙酸乙酯，它很少被用作含氟碳源，特别是在有机合成中用于缺电子碳原子。
