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Metal-free domino Cloke-Wilson rearrangement-hydration-dimerization of cyclopropane carbaldehydes: A facile access to Oxybis(2-aryltetrahydrofuran) derivatives
Tetrahedron ( IF 2.1 ) Pub Date : 2020-02-27 , DOI: 10.1016/j.tet.2020.131080
Raghunath Dey , Shruti Rajput , Prabal Banerjee

In this work, we have demonstrated a metal-free transformation of cyclopropane carbaldehydes to oxybis(2-aryltetrahydrofuran) derivatives via a domino Cloke-Wilson rearrangement-hydration-dimerization sequence. Commercially inexpensive p-toluene sulfonic acid (PTSA) was used as a Brønsted acid catalyst, and reactions were conducted in an open-flask. Detection of reaction intermediates were carried to get an insight into the reaction pathway.



中文翻译:

环丙烷甲醛的无金属多米诺骨牌Cloke-Wilson重排-水合-二聚:轻松获得Oxybis(2-aryltetrahydrofuran)衍生物

在这项工作中,我们已经证明了通过多米诺克Cloke-Wilson重排-水合-二聚序列将环丙烷甲醛无金属转化为双(2-芳基四氢呋喃)衍生物。商业上便宜的甲苯磺酸(PTSA)被用作布朗斯台德酸催化剂,并且反应在开瓶中进行。进行反应中间体的检测以深入了解反应途径。

更新日期:2020-02-27
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