Leibniz-Institut für Katalyse an der Universität Rostock e.V., Albert-Einstein-Strasse 29a, 18059, Rostock, Germany.
Lonza Ltd, Rottenstrasse 6, CH-3930, Visp, Switzerland.
Angew Chem Int Ed Engl. 2016 Feb 18;55(8):2782-6. doi: 10.1002/anie.201511131. Epub 2016 Jan 25.
The CF3 group is an omnipresent motif found in many pharmaceuticals, agrochemicals, catalysts, materials, and industrial chemicals. Despite well-established trifluoromethylation methodologies, the straightforward and selective introduction of such groups into (hetero)arenes using available and less expensive sources is still a major challenge. In this regard, the selective synthesis of various trifluoromethyl-substituted (hetero)arenes by palladium-catalyzed C-H functionalization is herein reported. This novel methodology proceeds under comparably mild reaction conditions with good regio- and chemoselectivity. As examples, trifluoromethylations of biologically important molecules, such as melatonin, theophylline, caffeine, and pentoxifylline, are showcased.
三氟甲基基团普遍存在于许多药物、农用化学品、催化剂、材料和工业化学品中。尽管已经建立了成熟的三氟甲基化方法，但使用现有且成本较低的来源直接且选择性地将这些基团引入（杂）芳环中仍然是一个主要挑战。在这方面，本文报道了钯催化 C-H 功能化反应选择性合成各种三氟甲基取代的（杂）芳基化合物的方法。该新方法在相对温和的反应条件下进行，具有良好的区域和化学选择性。作为实例，展示了对生物重要分子如褪黑素、茶碱、咖啡因和己酮可可碱的三氟甲基化。
