6635-81-0Relevant academic research and scientific papers
Copper-Mediated C-O/C-N Bond Formation: A Facile Synthesis of 3-Amidocoumarin, 3-Amidoazacoumarin, and N -Aroylindole Derivatives
Nealmongkol, Prattya,Ruchirawat, Somsak,Suddee, Nattanit,Thasana, Nopporn,Worayuthakarn, Rattana
supporting information, (2022/04/07)
Three different heterocyclic systems (3-amidocoumarins, 3-amidoazacoumarins, and N-benzoylindol-2-carboxamides) were synthesized based on the strikingly different selectivity of copper-mediated C-O/C-N bond formation from azlactones under various heating conditions. The stereochemistry of the double bond dictated the nature of the products. Microwave irradiation played an important role in the isomerization of the trisubstituted olefin leading to the formation of 3-amidocoumarins and 3-amidoazacoumarins. Three products showed promising-to-good cytotoxic activities against a panel of cancer cell lines, including HepG2 (hepatoblastoma) and MOLT-3 (T-lymphoblast acute lymphoblastic leukemia).
Cyclocondensation Reactions of Heterocyclic Carbonyl Compounds VIII. Synthesis of some [1,2,4]triazino[6,5-b]quinoline Derivatives
Gucky, Tomas,Slouka, Jan,Wiedermannova, Iveta
, p. 437 - 442 (2007/10/03)
2-Phenyl-4-(2-acetylaminobenzylidene)-4,5-dihydrooxazol-5-one 5a, resp. its analogous 2-methyl derivate 5b were converted into the 2-benzoylamino-, resp. 2-acetylamino-3-(2-acetylaminophenyl) acrylic acid hydrazides 6a, resp. 6b. These hydrazides were cyclized to the 3-phenyl-, resp. 3-methyl-5-(2- acetylaminobenzyl)-1,6-dihydro-[1,2,4]triazine-6-ones 7a, resp. 7b. The acidic hydrolysis of acetyl group was followed by the cyclocondensation of derivates 8a, resp. 8b into 3-phenyl, resp. 3-methyl-1,5-dihydro-[1,2,4] triazino[6,5-b]quinolines 9a, resp. 9b.
An improved method for the synthesis of 3-amino-1H-quinolin-2-one
Juarez-Gordiano, Cecilia,Hernandez-Campos, Alicia,Castillo, Rafael
, p. 2959 - 2963 (2007/10/03)
An efficient method for the synthesis of 3-amino-1H-quinolin-2-one is described. Condensation of o-nitrobenzaldehyde with hippuric acid gave 4-(2-nitrobenzylidene)-2-phenyloxazol-5-one. This compound was reduced to give 4-(2-aminobenzylidene)-2-phenyloxaz
