Mechanochemical transformation of tetraaryl[3]cumulenes to benzofulvenes via electrophilic iodocyclization†

Fumitoshi Yagishita, Shoma Mukai, Sota Abe, Shoko Ueta, Yasushi Yoshida, Yukihiro Arakawa, Keiji Minagawa and Yasushi Imada
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Abstract

We demonstrate solvent-free mechanochemical iodocyclization of tetraaryl[3]cumulenes using N-iodosuccinimides as the first example of the molecular transformation of cumulenes based on mechanochemistry. This mechanochemical reaction provides the corresponding benzofulvenes in good yields, overcoming the limitation of conventional methods using organic solvents.

Abstract Image

四芳基[3]积雪烯通过亲电碘代环化作用向苯并呋喃的机械化学转化†
我们利用 N-iodosuccinimides 展示了四芳基[3]积雪烯的无溶剂机械化学碘环化反应,这是基于机械化学的积雪烯分子转化的第一个实例。这种机械化学反应提供了相应的苯并呋喃类化合物,收率很高,克服了使用有机溶剂的传统方法的局限性。
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