132853-91-9Relevant academic research and scientific papers
Formation of TetracyclicOxazolidinones from Cycloadducts of Benzylidene Ketones with 4-Phenyl-4,5-dihydro-3H-1,2,4-triazole-3,5-dione (PTAD) by Base-promoted Backbone Participation and Rearrangement
Tanaka, Satoko,Seguchi, Kazuyoshi,Itoh, Kuniaki,Sera, Akira
, p. 2335 - 2340 (2007/10/02)
Alcoholysis and ammonolysis of urazoles 4a-j prepared by a reactions of benzylidene ketones with 4-phenyl-4,5-dihydro-3H-1,2,4-triazole-3,5-dione (PTAD) afforded tricyclic oxazolidinone derivatives 5a-o to moderate yields (16-77percent).The structure of compound 5b was confirmed by a single-crystal X-ray analysis.The reaction proceeded via opening of the urazole ring by initial Michael addition of nucleophiles (solvents) to the enone substructure, followed by participation of the carbonyl group and final skeletal rearrangements.
Novel Base-promoted Addition-Elimination Reaction of Electron-deficient Benzylidene Derivatives with N-Phenyl-1,2,4-triazole-3,5-dione (PTAD)
Seguchi, Kazuyoshi,Tanaka, Satoko
, p. 89 - 90 (2007/10/02)
The reaction of electron-deficient benzylidene derivatives with PTAD afforded the double Diels-Alder product and the Diels-Alder ene product; the latter underwent novel base-induced elimination of phenyl urazole via a stable carbanion.
Base-Induced Addition-Elimination Reactions of Electron-Deficient Vinylarenes Containing a Carbonyl or Ester Group Utilizing 4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione (PTAD)
Seguchi, Kazuyoshi,Tanaka, Satoko
, p. 3188 - 3190 (2007/10/02)
The reaction of electron-deficient vinylarenes such as styrylketones and cinnamate with PTAD afforded double Diels-Alder products and Diels-Alder ene products; the latter underwent novel base-induced elimination of 4-phenyl-1,2,4-triazoline-3,5-dione via a stable carbanion.
