84446-00-4Relevant academic research and scientific papers
Hydrogenolysis of the C-O Bond of the 1,2,4-Oxadiazine Ring. Adams Platinum Hydrogenation of 3-Aryl-5,6-dihydro-5-(substituted)-methylene-4H-1,2,4-oxadiazine Derivatives
Kawashima, Etsuko,Takada, Toyozo,Tabei, Katsumi
, p. 1409 - 1412 (2007/10/02)
Adams platinum hydrogenation of Z-3-aryl-5,6-dihydro-5-(substituted)methylene-4H-1,2,4-oxadiazine (1a-f) proceeds very slowly through C-O bond fission to give N-(1-substitutedcarbonyl-2-propylidene)benzamide oxime derivative 2 as the main product.In the reaction of 5-(arylcarbamoyl)methylene analogues 1d-f, 5-(arylcarbamoyl)methyl-5,6-dihydro-3-phenyl-4H-1,2,4-oxadiazine (4) and N-aryl-3-hydroxybutanamide derivative 5 are also obtained as well as compound 2.
Ring-transformation of 1,2,4-Oxadiazines. Raney Nickel Hydrogenation of Z-3-Aryl-5,6-dihydro-5-(substituted)methylene-4H-1,2,4-oxadiazine Derivatives
Tabei, Katsumi,Kawashima, Etsuko,Takada, Toyozo,Kato, Tetsuzo
, p. 569 - 574 (2007/10/02)
Raney nickel hydrogenation of Z-3-aryl-5-(ethoxycarbonyl)methylene-5,6-dihydro-4H-1,2,4-oxadiazine (1a-c) affords 2-aryl-6-hydroxymethyl-4-pyrimidinone (2) and ethyl (2-aryl-4-oxazolyl)acetate (3).A similar hydrogenation of Z-5-(arylcarbamoyl)methylene-5,
RING-TRANSFORMATION OF 1,2,4-OXADIAZINE DERIVATIVES INTO 4-HYDROXYPYRIMIDINE DERIVATIVES: CATALYTIC HYDROGENATION OF 3-ARYL-5-ETHOXYCARBONYLMETHYLENE-5,6-DIHYDRO-4H-1,2,4-OXADIAZINE DERIVATIVES
Tabei, Katsumi,Kawashima, Etsuko,Takada, Toyozo,Kato, Tetsuzo
, p. 2061 - 2066 (2007/10/02)
Catalytic hydrogenation of 3-aryl-5-ethoxycarbonylmethylene-5,6-dihydro-4H-1,2,4-oxadiazine derivatives (1) is described.The method leads to new synthesis of 2-aryl-4-hydroxypyrimidine derivatives (3) involving cyclization of ethyl 3-benzimidoylimino-4-hydroxybutanoate derivatives (2) by the elimination of ethanol.Nickel catalyzed hydrogenation of 1 gave ethyl 2-aryl-4-oxazoylacetate (4) as a by-product besides product 3.
