20893-02-1Relevant academic research and scientific papers
Investigation of benzoyloximes as benzoylating reagents: Benzoyl-Oxyma as a selective benzoylating reagent
Burugupalli, Satvika,Shah, Sayali,Van Der Peet, Phillip L.,Arora, Seep,White, Jonathan M.,Williams, Spencer J.
, p. 97 - 104 (2015)
Hydroxybenzotriazole (HOBt) and HOBt-derived reagents have been classified as Class I explosives, with restrictions on their transportation and storage. We explored a range of benzoylated oxime-based reagents as alternatives to benzoyloxybenzotriazole (BBTZ) for the selective benzoylation of carbohydrate polyols. Benzoylated oximes derived from 2-hydroximino-malononitrile, ethyl 2-hydroximino-2-cyanoacetate (Oxyma), and tert-butyl 2-hydroximino-2-cyanoacetate were most effective for benzoylation of a simple primary alcohol, with yields approaching that obtained for BBTZ. When applied to carbohydrate diols, the most effective reagent was identified as benzoyl-Oxyma. Benzoyl-Oxyma is a highly crystalline, readily prepared alternative to BBTZ, useful in the selective benzoylation of carbohydrate polyols.
Evolution thermique et photochimique des triazolines resultant de l'addition des diazocomposes aux esters d'oximino-malonodinitriles, oximino-cyanoacetates et oximino-malonates de methyle
Perrocheau, Jacques,Carrie, Robert,Fleury, Jean-Pierre
, p. 2458 - 2467 (2007/10/02)
Thermolysis of 1,2,3-triazolines 4,5,6 leads to the corresponding aziridines only when X=Y=CO2Me, and then with a very low yield.However, photolysis or evolution in the presence of trifluoroacetic acid gives good results when carried out at sufficiently low temperature.The thermolysis study of 4-6 shows a new route to 1,2,3-triazoline decomposition that has not yet been mentioned in the literature.The easy elimination of the paratoluenesulfonate or benzoate group explains this particular behaviour.
