In this work we describe the synthesis of selenium‐containing dihydrobenzofurans through the selenocyclization reaction of 2‐allylphenols. The reaction procedure uses only an I2/TBHP oxidant system at room temperature, enabling an efficient synthesis of 2‐[(organoselanyl)methyl]‐2,3‐dihydrobenzofurans. The products are formed immediately after the addition of the oxidant system in a mixture of 2‐allylphenol and diorganyl diselenide, in the absence of solvent, at mild experimental conditions. Furthermore, control experiments were carried out, including 77Se NMR analyses to identify intermediates, which contributed to the elucidation of the reaction mechanism.

中文翻译：

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绿化 2,3-二氢苯并呋喃硒化物的合成：I2/TBHP 促进 2-烯丙基酚的硒代环化


在这项工作中，我们描述了通过 2-烯丙基酚的硒环化反应合成含硒的二氢苯并呋喃。该反应过程在室温下仅使用 I2/TBHP 氧化剂系统，能够高效合成 2-[（有机甈酰）甲基]-2,3-二氢苯并呋喃。在无溶剂的情况下，在温和的实验条件下，在 2-烯丙基苯酚和二羟基二硒化物的混合物中加入氧化剂系统后，立即形成产物。此外，还进行了对照实验，包括 77Se NMR 分析以鉴定中间体，这有助于阐明反应机理。