125812-05-7Relevant articles and documents
Solid phase synthesis of aminopropenones and aminopropenoates; efficient and versatile synthons for combinatorial synthesis of heterocycles
Westman, Jacob,Lundin, Ronny
, p. 1025 - 1030 (2007/10/03)
Simple and fast solid phase methods for the synthesis of heterocycles will be described. Two different three-step methods are presented. The first method includes esterifications of N-protected glycine derivatives to a solid support (Merrifield resin), formation of aminopropenoates and subsequent reaction with dinucleophiles. The second method includes methylamination of a Merrifield resin, formation of aminopropenones via in-situ formation of an active intermediate in a three-component reaction and finally treatment with dinucleophiles to form heterocycles. These procedures lead not only to the formation of heterocycles but also to simultaneous intramolecular cleavage of the products from the resin giving the product in pure form in the solution. In addition, the use of microwave dielectric heating enhanced the velocity of all reaction steps and was found to be a very efficient complement to the solid phase synthesis.
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.
A simple and general one-pot synthesis of some 2h-pyran-2-ones and fused pyran-2-ones
Kepe, Vladimir,Kocevar, Marijan,Polanc, Solvenko,Vercek, Bojan,Tisler, Miha
, p. 2081 - 2088 (2007/10/02)
A general one-pot synthesis of some 2H-pyran-2-ones and fused pyran-2-ones starting from 1,3-dlcarbonyl compounds, N-acylglycines and one-carbon synthons (trialkyl orthoformates, diethoxymethyl acetate or N,N-dlmethylformamide dimethyl acetal) in acetic anhydride (or in a mixture of acetic anhydride and acetic acid) is described.