120120-28-7Relevant articles and documents
Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones
Xie, Lihua,Dong, Shunxi,Zhang, Qian,Feng, Xiaoming,Liu, Xiaohua
, p. 87 - 90 (2019/01/03)
The desymmetrization of p-quinols through a chiral bisguanidinium hemisalt catalyzed enantioselective Michael addition/lactonization cascade reaction with azlactones was reported. 3-Amino-benzofuran-2,5-diones containing a chiral amino acid residue were achieved with up to 99% ee and >19?:?1 dr. An exploration of the structure of the catalyst bisguanidinium was undertaken, revealing a bifunctional catalytic model.
Acetic acid derivatives and their production
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, (2008/06/13)
Compounds of formula STR1 where n is an integer from 1 to 12, R and R1 are the same or different and are hydrogen or C1 to C6 linear or branched alkyl as well as their physiologically active salts and amides thereof and the enantiomers, mixtures and racemates are disclosed. Intermediates useful in preparing the above compounds are also disclosed as are processes for preparing these compounds.
Trifluoromethylation of carbonyl compounds
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, (2008/06/13)
A process which comprises reacting under substantially anhydrous conditions a perfluoroalkyltrihydrocarbylsilane and a carbonyl compound in the presence of a catalyst such that the carbonyl compound is perfluoroalkylated.
A New Method for Synthesis of Trifluoromethyl-Substituted Phenols and Anilines
Stahly, G. Patrick,Bell, Donald R.
, p. 2873 - 2877 (2007/10/02)
Triethyl(trifluoromethyl)silane and tri-n-butyl(trifluoromethyl)silane were found to react with quinones by addition to one of the carbonyl carbon atoms, giving dienones containing geminal trifluoromethyl and trialkylsiloxy substituents.These reactions were catalyzed by a variety of basic compounds.Quinones found to undergo this process include 1,2- and 1,4-benzoquinones (some bearing alkyl substituents), naphthoquinone, anthraquinone, and phenanthrenequinone.Most of the resulting dienones gave (trifluoromethyl)phenols on dissolving matal reduction, and one was subjected to reductive amination to give (trifluoromethyl)aniline.
Gem-disubstituted cyclohexadienones and their production
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, (2008/06/13)
Quinones may be perfluoroalkylated by means of perfluoroalkyltrihydrocarbyl silane using certain active alkali metal salt catalysts devoid of fluorine (e.g., LiN3, NaN3, KN3, NaCN KCN, CsCN, NaOH, KOH, K2 CO3, and Cs2 CO3). The reaction--which is conducted under essentially anhydrous conditions, preferably in a suitable liquid phase reaction medium, most preferably a dipolar aprotic solvent--results in the formation of gem-disubstituted cyclohexadienones in which the gem substituents are a perfluoroalkyl group and a trihydrocarbylsiloxy group. These gem-disubstituted compounds in turn can be readily converted to perfluoroalkyl substituted aromatics, thus circumventing the traditional need for photochlorination followed by halogen exchange using hydrogen fluoride as a means of preparing perfluoroalkyl aromatic compounds.
