125812-06-8Relevant articles and documents
Synthesis of 5,6,7,8-tetrahydro-2H-1-benzopyran-2,5-diones and 1,5-dihydro-2H-pyrrol-2-ones
Mu?i?, Irena,Golobi?, Amalija,Ver?ek, Bojan
, p. 353 - 358 (2007/10/03)
The use of 2-benzoylamino-3-chloropropenoic acid in the synthesis of 5,6,7,8-tetrahydro-2H-1-benzopyran-2,5-diones and 1,5-dihydro-2H-pyrrol-2-ones is reported.
4-ETHOXYMETHYLENE-2-PHENYL-5(4H)-OXAZOLONE AS A SYNTHON FOR THE SYNTHESIS OF SOME 2H-PYRAN-2-ONES
Kepe, Vladimir,Kocevar, Marijan,Petric, Andrej,Polanc, Slovenko,Vercek, Bojan
, p. 843 - 849 (2007/10/02)
Treatment of 4-ethoxymethylene-2-phenyl-5(4H)-oxazolone with activated methylene compounds under acidic or basic conditions leads to 2H-pyran-2-ones and fused pyran-2-ones.On the other hand, methyl (3-benzoylamino-5-methoxycarbonyl-2-oxo-2H-pyran-6-yl)acetate (4) has also been prepared by a one-pot synthesis from dimethyl 1,3-acetone dicarboxylate, diethoxymethyl acetate, hippuric acid and acetic anhydride.
Methyl 2-Benzoylamino-3-dimethylaminopropenoate in the Synthesis of Fused Pyranones. The Synthesis of Derivatives of Tetrahydro-2H-1-benzopyran-2-one, Isomeric 2H-Naphtholpyran-2-one and 3H-Naphthopyran-3-one, Pyranobenzopyran-2,5-dione, and 7H-Pyranopyrimi...
Ornik, Brina,Cadez, Zvonko,Stanovnik, Branko,Tisler, Miha
, p. 1021 - 1024 (2007/10/02)
Methyl 2-benzoylamino-3-dimethylaminopropenoate (1) reacts with carbocyclic and heterocyclic 1,3-diketones or potential 1,3-diketones, such as 1,3-cyclohexanediones 2-4, and 4-hydroxy-2H-1-benzopyran-2-one derivative 17, in acetic acid to afford the corresponding 3-benzoylamino substituted 5-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-2-ones 5-7, and 2H,5H-pyranobenzopyran-2,5-dione derivative 18. 1-Naphthol (12) and 2-naphthol (13) produce the isomeric 2H-naphthopyran-2-one (14) and 3H-naphthopyran-3-one (15) derivatives, respectively.Ethyl cyclopentanone-2-carboxylate (8) and ethyl cyclohexanone-2-carboxylate (9) do not react under these conditions, while in polyphosphoric acid the cyclisation of the reagent 1 is taking place to give 4-dimethylaminomethylene-2-phenyl-5(4H)-oxazolone (10). 4,6-Dihydroxypyrimidine derivative 19 affords in acetic acid the noncyclized intermediate 20, which can be further transformed in polyphosphoric acid into 7H-pyranopyrimidin-7-one derivative 21.