CF3-Containing para-Quinone Methides for Organic Synthesis

Winter, Michael; Schütz, Roman; Eitzinger, Andreas; Ofial, Armin R. and Waser, Mario (2020): CF3-Containing para-Quinone Methides for Organic Synthesis. In: European Journal of Organic Chemistry, Vol. 2020, No. 25: pp. 3812-3817

Abstract

A new family of CF3-containing para-quinone methides (CF3-QMs) was systematically investigated for its suitability in organic synthesis. Addition of different nucleophiles gives access to target molecules with a benzylic CF3-containing stereogenic center straightforwardly. The electrophilicity parameter E of the prototypical CF3-QM 2,6-di-tert-butyl-4-(2,2,2-trifluoroethylidene)cyclohexa-2,5-dien-1-one was determined to be -11.68 according to the Mayr scale, making it one of the most reactive quinone methides known so far.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 1434-193X
• Language: English