1008-83-9Relevant articles and documents
The Reactivity of Difluorocarbene with Hydroxylamines: Synthesis of Carbamoyl Fluorides
Baars, Hannah,Engel, Julien,Mertens, Lucas,Meister, Daniela,Bolm, Carsten
supporting information, p. 2293 - 2299 (2016/07/29)
Carbamoyl fluorides are formed in reactions of hydroxylamines with difluorocarbene generated from sodium bromodifluoroacetate as readily available and non-toxic carbene precursor. The process shows a high functional group tolerance, and the reaction path has been rationalized by computational calculations. (Figure presented.) .
BICYCLIC PKM2 ACTIVATORS
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, (2012/07/13)
Compounds and compositions comprising compounds including formula (I) that activate pyruvate kinase M2 (PKM2) are described herein. Also described herein are methods of using the compounds that activate PKM2 in the treatment of cancer.
Cyclization of substituted phenyl N-(2-hydroxybenzyl)carbamates in aprotic solvents. Synthesis of 4H-1,3-benzoxazin-2(3H)-ones
Mindl, Jaromir,Hrabik, Oldrich,Sterba, Vojeslav,Kavalek, Jaromir
, p. 1262 - 1272 (2007/10/03)
The kinetics of cyclization of substituted phenyl N-(2-hydroxybenzyl)carbamates and their N-methyl analogs, prepared by the reaction of 2-(aminomethyl)phenols with substituted phenyl chloroformates, was studied in dioxane or toluene at the temperatures 110-180 °C. Electron-withdrawing substituents in the leaving phenoxy group strongly accelerate the rate of cyclization (ρ = 2.45 ± 0.15) while the substituents in the other ring have virtually no effect. The cyclization was catalyzed with triethylamine in toluene but not in dioxane. On the basis of these results, the most convenient method for preparation of substituted 4H-1,3-benzoxazin-2(3H)-ones was a one-hour reflux of substituted 4-nitrophenyl N-(2-hydroxybenzyl)carbamates in dioxane. Based on the influence of substituents, solvents (dioxane and toluene) and triethylamine, the reaction mechanism and structure of the transition state were proposed.