The fluoromethoxymethylation of nitrogen heterocyclic compounds with fluoromethyl iodide has been reported for the first time. In this reaction, a number of unexplored fluoromethoxymethylated nitrogen heterocyclic compounds including indoles, carbazoles, and 1H-indazoles were efficiently formed. Mechanistic studies indicated that this transformation consists of electrophilic monofluoromethylation, rapid hydrolysis, and another electrophilic monofluoromethylation. This method makes it possible to synthesize complex bioactive molecules containing a CH2OCH2F group, which have the potential to be a new series of fluorine-containing chemical entities for medicinal chemists.

中文翻译：

---

用氟甲基碘化物对氮杂环化合物进行氟甲氧基甲基化。

首次报道了用氟甲基碘对氮杂环化合物进行氟甲氧基甲基化。在该反应中，有效地形成了许多未探索的氟甲氧基甲基化的氮杂环化合物，包括吲哚，咔唑和1H-吲唑。机理研究表明，这种转变包括亲电单氟甲基化，快速水解和另一种亲电单氟甲基化。这种方法使合成含CH2OCH2F基团的复杂生物活性分子成为可能，这对于药物化学家来说可能是一系列新的含氟化学实体。