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Gold-catalyzed synthesis of β-trifluoromethylated α,β-unsaturated ketones from CF3-substituted propargylic carboxylates and their reactivity in Diels-Alder reactions
Tetrahedron ( IF 2.1 ) Pub Date : 2018-05-24 , DOI: 10.1016/j.tet.2018.05.054
Arnaud Boreux , Aubin Lambion , Dominic Campeau , Marina Sanita , Ruben Coronel , Olivier Riant , Fabien Gagosz

The synthesis of fluorinated synthetic intermediates has become a field of intense research in organic chemistry. In this article, we report the application of a gold-catalyzed rearrangement to the synthesis of β-trifluoromethylated α,β-unsaturated ketones. The scope of the reaction, as well as the valorization of the products in subsequent transformations has been investigated. This study allowed for the preparation of various CF3-substituted enones and fluorinated Diels-Alder adducts from easily accessible starting materials.



中文翻译:

金催化CF 3取代的炔丙基羧酸酯合成β-三氟甲基化的α,β-不饱和酮及其在Diels-Alder反应中的反应性

氟化合成中间体的合成已成为有机化学领域研究的热点。在本文中,我们报告了金催化重排在β-三氟甲基化的α,β-不饱和酮的合成中的应用。已经研究了反应的范围以及在随后的转化中产物的增值。该研究允许从容易获得的起始原料制备各种CF 3-取代的烯酮和氟化的Diels-Alder加合物。

更新日期:2018-05-24
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