125215-67-0

Upstream product

• 1677-46-9 4-hydroxy-1-methyl-2(1H)-quinolone 
• 3506-36-3 3-dimethylaminopropiophenone 

Downstream Products

• 1014694-63-3 3-(2,2-diphenylvinyl)-1-methyl-3-(3-oxo-3-phenylpropyl)-1H-quinoline-2,4-dione 
• 1014694-64-4 9b-hydroxy-5-methyl-3a-(3-oxo-3-phenylpropyl)-2,2-diphenyl-3,3a,5,9b-tetrahydro-2H-furo[3,2-c]quinolin-4-one 
• 1042302-61-3 4a-hydroxy-9-methyl-10a-(3-oxo-3-phenylpropyl)-2,2-diphenyl-1,4a,9,10a-tetrahydro-2H-9-aza-3,4-dioxaphenanthren-10-one 

Relevant academic research and scientific papers

OXYGEN HETEROCYCLES BY SULPHUR YLIDE ANNULATION. XI. 3,4-DIHYDRO-2H,5H-PYRANOQUINOLIN-5-ONES, 3,4-DIHYDRO-2H,5H-PYRANOQUINOLIN-5-ONES, AND 2,3,4,5-TETRAHYDRO-6H-OXEPINOQUINOLIN-6-ONES FROM 3-(3-OXOALKYL)-4-HYDROXYQUINOLIN-2-ONE

The annulation of dihydropyran and tetrahydrooxepin rings on the heterocyclic moiety of 4-hydroxyquinolin-2-ones, bearing 3-(3-oxoalkyl)substituents, by methylene transfer from sulphonium and sulphoxonium methylides on the side-chain carbonyl group to give methylene oxiranes, which are intramolecularly ring opened by the bidentate cyclic β-keto amide nucleophile to the annulated heterocycles, has been achieved.The 2-methyl- and 2-phenyl-substituted 3,4-dihydro-2-hydroxymethyl-2H,5H-pyranoquinolin-5-ones, 3a,b, the isomeric 3,4-dihydro-2-hydroxymethyl-2H,5H-pyranoquinolin-5-one, 4b, and the corresponding N-methyl derivatives 3d,e and 4d,e have been synthesized along with the 2-hydroxy-2,3,4,5-tetrahydro-6H-oxepinoquinolin-6-ones 5a,b.The methylene oxiranes bearing a bulky t-butyl group are quite stable in the reaction medium, and 3-(3,4-epoxy-3-t-butyl)-4-hydroxy-quinolin-2(1H)-one, 2c, and its N-methyl derivative 2f were obtained in good yield.