A novel PhI(OAc)2-mediated cross-dehydrogenative coupling reaction of α-C(sp3)–H bonds adjacent to a hetero atom with various azoles has been developed, which provides an alternative method for constructing C–N bonds with high atom efficiency. This new protocol requires no metal catalyst and it provides ready access to a wide range of N-alkylated azole derivatives in moderate to excellent yields by using commercially available PhI(OAc)2 as the sole oxidant. Furthermore, the method is effective on a gram scale, which highlights the practicality of this transformation. The result of radical-captured experiments indicated that the transformation might involve a free-radical pathway.

中文翻译：

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（二乙酰氧基碘）苯介导的与杂原子相邻的 C(sp3)-H 键的无过渡金属胺化与唑：N-烷基化唑的合成

与杂原子相邻的 α-C(sp3)-H 键与各种唑类的新型 PhI(OAc)2 介导的交叉脱氢偶联反应已被开发，这为构建具有高原子数的 C-N 键提供了一种替代方法。效率。这种新方案不需要金属催化剂，它通过使用市售的 PhI(OAc)2 作为唯一氧化剂，以中等至优异的产率提供了广泛的 N-烷基化唑衍生物。此外，该方法在克尺度上是有效的，这突出了这种转换的实用性。自由基捕获实验的结果表明，该转化可能涉及自由基途径。