Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany).
Angew Chem Int Ed Engl. 2014 Feb 3;53(6):1650-3. doi: 10.1002/anie.201307484. Epub 2014 Jan 21.
A new and safe method for the synthesis of N-(trifluoromethylthio)phthalimide, a convenient and shelf-stable reagent for the direct trifluoromethylthiolation, has been developed. N-(Trifluoromethylthio)phthalimide can be used as an electrophilic source of F3 CS(+) and reacts readily with boronic acids and alkynes under copper catalysis. The utility of CF3 S-containing molecules as biologically active agents, the mild reaction conditions employed, and the high tolerance of functional groups demonstrate the potential of this new methodology to be widely applied in organic synthesis as well as industrial pharmaceutical and agrochemical research and development.
一种新的、安全的合成 N-(三氟甲硫基)邻苯二甲酰亚胺的方法已经被开发出来，这是一种方便、稳定的直接三氟甲硫基化试剂。N-(三氟甲硫基)邻苯二甲酰亚胺可以作为 F3CS(+)的亲电源，在铜催化下与硼酸和炔烃迅速反应。含 CF3S 分子作为生物活性物质的用途、所采用的温和反应条件以及官能团的高耐受性证明了这种新方法在有机合成以及工业制药和农用化学品研发方面具有广泛应用的潜力。
