Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
Chemistry. 2020 Feb 17;26(10):2183-2186. doi: 10.1002/chem.202000116. Epub 2020 Jan 31.
The development of innovative fluorination strategies is greatly dependent also on the availability, safety and practicability of available fluorinating reagents. We herein show a straightforward and quantitative strategy for the preparation of valuable AgOCF at room temperature and showcase its performance in trifluoromethoxylations or as reservoir for O=CF . This enabled the direct, practical and safe synthesis of valuable N-alkyl/aryl and N-CF carbamoyl fluorides from secondary amines and isothiocyanides, respectively. Our mechanistic data indicate that AgOCF does not liberate O=CF until it is activated by a nucleophilic co-reagent, reinforcing the stability of the salt under our new preparation strategy.
创新的氟化策略的发展也在很大程度上取决于可用氟化试剂的可用性、安全性和实用性。在此，我们展示了一种在室温下制备有价值的 AgOCF 的简单、定量的策略，并展示了其在三氟甲氧基化或作为 O=CF 储库方面的性能。这使得直接、实用和安全地从仲胺和异硫氰酸酯分别合成有价值的 N-烷基/芳基和 N-CF 碳酰胺氟化物成为可能。我们的机理数据表明，AgOCF 只有在被亲核共试剂激活后才会释放出 O=CF，这加强了在我们新的制备策略下盐的稳定性。
