39819-40-4Relevant academic research and scientific papers
Triplet lifetimes, solvent, and intramolecular capture of isoxazolones
Ang, Kiah H.,Cox, Matthew,Lawrance, Warren D.,Prager, Rolf,Smith, Jason A.,Staker, Warren
, p. 101 - 105 (2004)
The first step in the photochemical decarboxylation of isoxazolones is the formation of the triplet state of the isoxazolone. We present evidence for the first time from flash laser photolysis of the lifetime of such species, and examples of their capture by solvent and by intramolecular cycloaddition.
Chemistry of 5-oxodihydroisoxazoles. Part 18. Synthesis of oxazoles by the photolysis and pyrolysis of 2-acyl-5-oxo-2,5-dihydroisoxazoles
Prager, Rolf H.,Smith, Jason A.,Weber, Ben,Williams, Craig M.
, p. 2665 - 2672 (2007/10/03)
N-Acylisoxazol-5-ones lose carbon dioxide under photochemical and thermal conditions affording iminocarbenes which undergo intramolecular cyclisation through the oxygen of the acyl group to give oxazoles. Under photochemical conditions those acylisoxazolones with electron withdrawing groups at C-4 usually give high yields of oxazoles, while those with electron donating groups at C-4 give only poor yields: the reverse is observed under thermal conditions.
The synthesis of oxazoles by thermolysis or photolysis of 2-acylisoxazol-5-ones
Ang, Kiah H.,Prager, Rolf H.,Smith, Jason A.,Weber, Ben,Williams, Craig M.
, p. 675 - 678 (2007/10/02)
N-acylisoxazol-5-ones are converted into the corresponding 2-substituted oxazoles by photolysis at 300 or 254 nm, or by flash vacuum pyrolysis. The former procedure is favoured for isoxazolones with electron withdrawing groups at C-4, and pyrolysis for all others.
The Syntheses of Ethoxycarbonyl-1,3-dioxoles and Oxazoles from the Copper Catalyzad Thermolysis of Ethyl Diazopyruvate in the Presence of Ketones, Aldehydes and Nitriles
Alonso, Miguel E.,Patricia, Jano
, p. 721 - 725 (2007/10/02)
The copper salt-catalyzed interaction of ethyl diazopyruvate with ketones, aldehydes and nitriles was examined.A variety of 1,3-dioxoles and oxazoles was obtained in moderate yield.The formation of enol ethers, epoxides, carbon-carbon insertion products, aziridines, and azetidines, typical products of carbene reactions with carbon-heteroatom multiple bonds, was not observed.Evidence for the operation of a 1,3-dipolar cycloaddition reaction is presented.
