138478-32-7Relevant academic research and scientific papers
Preparation of new 2,4-disubstituted oxazoles from N-acylaziridines
Eastwood, Frank W.,Perlmutter, Patrick,Yang, Qi
, p. 35 - 42 (2007/10/03)
The efficiency of the ring enlargement of 2-substituted N-acylaziridines to dihydrooxazoles followed by nickel peroxide oxidation to give 2,4-disubstituted oxazoles as a synthetic route is examined. Sodium iodide-promoted ring enlargements work well for N-acylaziridines bearing electron-donating 2-substituents. For N-acylaziridines bearing electron-withdrawing 2-substituents, the best results are obtained using acid-promoted rearrangement.
Preparation of new 2,4-disubstituted oxazoles
Eastwood,Perlmutter,Yang
, p. 2039 - 2042 (2007/10/02)
Ring enlargement of N-acylaziridines followed by nickel peroxide oxidation provides a variety of 2,4-disubstituted-1,3-oxazoles suitable for bis- and tris-oxazole synthesis.
The Regioselectivity of the Ring Opening of 1-Activated or Nonactivated 2-Alkoxycarbonyl or 2-Cyanoaziridines by Carbanions of the Dicarbonyl Compounds
Bouayad, Zoheir,Chanet-Ray, Josette,Ducher, S.,Vessiere, Roger
, p. 1757 - 1768 (2007/10/02)
Ring opening of title compounds with alkyl malonates, acetylacetone, methyl acetylacetate, and malononitrile was studied.The regioselectivity of the opening depends on several facts.A phenyl group on C-3 favours C-3-N bond cleavage, whereas C-2-N bond cleavage is predominant with C-3-substituted or C-2-H aziridines.Cyanoaziridines are predominantly cleaved at C-3-N.The aziridine configuration at C-2 and C-3 is maintained during the cyclisation in pyrrolidones.
