The unique reactivity and stability of enamides make them attractive reagents in organic synthesis. Herein, we investigated the reactivity of acetanilides and pyridyl acetamides in the formation of a C–N bond through a Chan‐Evans‐Lam reaction using arylalkenyl boron‐based reagents yielding a wide scope of N‐aryl enamides with an E configuration. The products obtained have been applied in the synthesis of N‐heterocycles, an important scaffold in several biologically active compounds, via sequential Heck reaction to prove the practical utility of the prepared N‐aryl enamides.

中文翻译：

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探索 Chan-Evans‐Lam 反应中（异）芳基酰胺与芳基烯基硼试剂的反应性


烯酰胺独特的反应性和稳定性使其成为有机合成中极具吸引力的试剂。在此，我们使用芳基肯基硼基试剂研究了乙酰苯胺和吡啶基乙酰胺在 Chan-Evans-Lam 反应中形成 C-N 键的反应性，从而产生了具有 E 构型的广泛 N-芳基烯酰胺。所得产物已应用于 N-杂环的合成，N-杂环是几种生物活性化合物中的重要支架，通过连续 Heck 反应证明了所制备的 N-芳基酰胺的实用性。