31007-73-5Relevant academic research and scientific papers
Reaction of allenylmagnesium and allenylindium bromides with nitrile oxides: synthesis of novel 5-butynyl- and 5-methylisoxazoles
Sampath Kumar,Singh, Parvinder Pal,Shafi, Syed,Reddy, Pitta Bhaskar,Shravankumar, Kankala,Reddy, Doma Mahender
, p. 887 - 890 (2007)
5-Butynylisoxazoles were obtained in high yields through a domino addition, C-O heterocyclization involving allenylmagnesium bromide and benzonitrile oxide in dry THF, in which the corresponding 5-methylisoxazoles were isolated in trace amounts. However, when the reactions were attempted in aqueous media using allenylindium bromide, 5-methylisoxazoles were formed as the sole products in high yields.
4,5-DIHYDROISOXAZOLES. IV. 4- AND 5-PHENYLTHIO-4,5-DIHYDROISOXAZOLES AND THEIR BEHAVIOUR WITH PERFORMIC ACID
Bianchetti, Giuseppe,Pocar, Donato,Torricelli, Clara,Arlandini, Emanuele,Gioia, Bruno
, p. 315 - 324 (2007/10/02)
Several cis- and trans-4,5-dihydroisoxazole derivatives bearing a phenylthio group on C(4) or C(5) have been prepared by cyclo-addition of the corresponding unsaturated sulphides and nitrile oxides.The cyclo-adducts have been oxidized by HCOOH/H2O2.It has been shown that this oxidation leads mainly to isoxazole derivatives (i.e. is accompanied by elimination) when the sulphur-containing substituent is bound to C(5).The 4-phenylthio-substituted regioisomers gave in most cases the corresponding sulphones.
