An iodine-catalyzed method has been reported for efficient regioselective C-3 sulfenylation, selenylation, thiocyanation, and selenocyanation of NH-free 7-azaindoles using thiophenols, diselenides, potassium thiocyanates, and selenocyanates, respectively. This approach showcases high efficiency and remarkable versatility, facilitating the synthesis of diverse chalcogenated 7-azaindoles. Additionally, the sulfenylated derivatives have been further diversified to generate a new array of benzothiophene-fused 7-azaindole cores of pharmaceutical interest. The synthetic flexibility of this protocol has been highlighted through the gram-scale synthesis of sulfonylated 7-azaindole-based bioactive 5-HT₆ receptor agonists.

中文翻译：

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碘催化的 7-氮杂吲哚的区域选择性 C-3 硫属化：苯并噻吩熔合的 7-氮杂吲哚类似物的途径


据报道，一种碘催化方法分别使用硫酚、二硒化物、硫氰酸钾和硒氰酸酯对不含 NH 的 7-氮杂哚进行高效的区域选择性 C-3 次磺酰化、硒化、硫氰化和硒氰化。这种方法显示出高效率和显著的多功能性，有助于合成多种硫属化的 7-氮杂吲哚。此外，次磺酰化衍生物已进一步多样化，以产生新的苯并噻吩熔融 7-氮杂吲哚核心阵列。通过基于磺酰化 7-氮杂吲哚的生物活性 5-HT₆ 受体激动剂的克级合成，突出了该方案的合成灵活性。