440659-01-8Relevant academic research and scientific papers
CF3-Containing para-Quinone Methides for Organic Synthesis
Winter, Michael,Schütz, Roman,Eitzinger, Andreas,Ofial, Armin R.,Waser, Mario
, p. 3812 - 3817 (2020)
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.
Nucleophilic replacement of p-(1-chloro-2,2,2-trifluoroethyl)phenols: Novel synthesis of β-trifluoromethyl-tyrosine
Gong, Yuefa,Kato, Katsuya
, p. 141 - 146 (2007/10/03)
Three para -(1-chloro-2,2,2-trifluoroethyl)phenols 2a-c were prepared by selective α-chlorination of the corresponding alcohols 1a-c. Substitution of 2a by active methylene compound 4 proceeds smoothly in the presence of an appropriate base at room temper
Facile synthesis of o- and p-(1-trifluoromethyl)-alkylated phenols via generation and reaction of quinone methides
Gong, Yuefa,Kato, Katsuya
, p. 431 - 434 (2007/10/03)
Several ortho- and para-(1-chloro-2,2,2-trifluoroethyl) phenols were prepared from the corresponding alcohols and thionyl chloride in the presence of pyridine. They reacted smoothly with sodium borohydride and Grignard reagents under mild conditions, forming 2,2,2-trifluoroethyl- or 1-trifluoromethylalkylphenols in high yields.
