Synthesis, Inhaltsverzeichnis Synthesis DOI: 10.1055/a-2735-9268 Paper Published as Part of the Special Issue In Honor of Prof. Franziska Schoenebeck, The 2025 Women in Chemistry Award Winner (E)-Selective Defluorinative Diphenothiazination of Trifluoromethyl Styrenes Autor*innen Institutsangaben Yun Yang 1 Institute of Organic Chemistry, RWTH Aachen University, Aachen, Germany (Ringgold ID: RIN9165) Ben Ebel 2 Institute of Inorganic Chemistry, RWTH Aachen University, Aachen, Germany Iris M. Oppel 2 Institute of Inorganic Chemistry, RWTH Aachen University, Aachen, Germany Frederic W. Patureau 1 Institute of Organic Chemistry, RWTH Aachen University, Aachen, Germany (Ringgold ID: RIN9165) Artikel empfehlen Abstract Artikel einzeln kaufen(opens in new window) Alle Artikel dieser Rubrik(opens in new window) Abstract Alpha-trifluoromethyl styrenes have become a versatile and valuable platform in order to access a wide variety of fluorinated organic motifs over recent years. This is due to their propensity to accommodate diverse defluorinative radical or nucleophilic attacks, which can lead to highly functionalized fluorinated alkenes. In some cases, such as described herein, E/Z selectivity issues can arise. While Zhu showed in 2021 that indole and carbazole nucleophiles lead preferentially to the (Z)-fluoroalkenes, we found that phenothiazines reverse the selectivity toward the (E)-configured diphenothiazinated fluoroalkenes. A scope and diastereoselectivity model for this unexpected reversal is discussed. Keywords KeywordsPhenothiazine - Trifluoromethyl styrene - Fluoroalkene - Defluorinative amination - E/Z selectivity Volltext Referenzen References Selected: 1a Purser S, Moore PR, Swallow S, Gouverneur V. Chem Soc Rev 2008; 37: 320 1b O’Hagan D. J Fluor Chem 2010; 131: 1071 1c Wang J, Sanchez-Rosello M, Acena JL. et al. Chem Rev 2014; 114: 2432 1d Gillis EP, Eastman KJ, Hill MD, Donnelly DJ, Meanwell NA. 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