Acyl fluorides have recently gained a lot of attention as robust and versatile synthetic tools in synthetic chemistry. While several synthetic routes to acyl fluorides have been reported, a procedure involving direct insertion of the “fluoro-carbonyl” moiety using a single reagent has not yet been realized. Here we report the preparation of acyl fluorides by palladium-catalyzed fluoro-carbonylation of aryl, vinyl, and heteroaryl iodides using 2-(difluoromethoxy)-5-nitropyridine under CO-free conditions. 2-(difluoromethoxy)-5-nitropyridine is a stable, colorless solid that can be used as an alternative to the toxic gaseous formyl fluoride, which is commonly used under fluoride catalysis conditions. A wide variety of acyl fluorides are efficiently and safely obtained in high yield (up to 99%). A broad range of functional groups is tolerated under the optimized reaction conditions and the method can be applied to the late-stage fluoro-carbonylation of structurally complex C_sp2-iodides, including bioactive derivatives, such as Fenofibrate, Isoxepac, and Tocopherol. Furthermore, the one-pot transformation of aryl-iodides, including drug-like molecules, into the corresponding amides by successive fluoro-carbonylation/amidation reactions, demonstrates the potential synthetic utility of this strategy.

酰基氟作为合成化学中稳健且多功能的合成工具，最近受到了广泛关注。虽然已经报道了几种酰基氟化物的合成路线，但尚未实现涉及使用单一试剂直接插入“氟代羰基”部分的程序。在这里，我们报告了在无 CO 条件下使用 2-(二氟甲氧基)-5-硝基吡啶通过钯催化的芳基、乙烯基和杂芳基碘化物的氟羰基化制备酰基氟化物。2-(二氟甲氧基)-5-硝基吡啶是一种稳定的无色固体，可替代通常在氟化物催化条件下使用的有毒气态甲酰氟。以高产率（高达 99%）高效、安全地获得多种酰基氟。_sp2 -碘化物，包括生物活性衍生物，如非诺贝特、异嘧啶和生育酚。此外，芳基碘化物（包括药物样分子）通过连续的氟羰基化/酰胺化反应一锅法转化为相应的酰胺，证明了该策略的潜在合成效用。