25624-32-2Relevant academic research and scientific papers
SOME NEW REACTIONS OF COUMARINS
Tkach, I. I.,Luk'yanets, E. A.
, p. 881 - 883 (1992)
The direction of the reaction of coumarin derivatives with o-phenylenediamine depends on their structure, leading to 2-(2'-hydroxyphenyl)benzimidazole in the case of unsubstituted coumarin and to derivatives of benzimidazoquinoline in the case of 7-amino-substituted coumarins.
Synthesis of new 2-(4-vinyl-2H-chromen-2-ylidene)malononitrile-based chromophores
Levchenko,Demin, D. Yu.,Chicheva,Chudov,Zinov’ev,Lyssenko,Fakhrutdinov,Adamov,Shmelin,Grebennikov
, p. 1691 - 1701 (2019)
An approach towards new 2-(4-vinyl-2H-chromen-2-ylidene)malononitriles-derived chromophores was developed. The optical, solvatochromic, and electrochemical properties of the synthesized compounds were studied. The first hyperpolarizability (β) was calculated using M06-2x functional with 6–31+G* basis set. The synthesized compounds absorb at a wide spectral range, from 350 to 770 nm. Divinylthiophene-bridged compound showing the narrowest band gap (1.78 eV), strong solvatochromic effect, and the highest first hyperpolarizability value (β = 47805) was found to be the most promising of the synthesized chromophores.
New chromophores based on 2-(4-vinylchromen-2-ylidene)malononitrile and 2-(2-vinylchromen-4-ylidene)malononitrile
Levchenko,Chudov,Demin, D. Yu.,Adamov,Zinoviev,Lyssenko,Shokurov,Shmelin,Grebennikov
, p. 1883 - 1888 (2019/10/22)
New derivatives of 2-(4-vinylchromen-2-ylidene)malononitrile and 2-(2-vinylchromen-4-ylidene)malononitrile were synthesized using the Knoevenagel reaction of 2-(4-methyl-chromen-2-ylidene)malononitrile and 2-(2-methylchromen-4-ylidene)malononitrile, respectively, with the participation of [1-(2-n-butoxyethyl)-2,2,4,7-tetramethyl-1,2,3,4-tetrahydroquinolin-6-yl)]-carbaldehyde. First hyperpolarizability (β) was calculated for the obtained compounds using the M05-2X functional and 6-31+G (d) basis. Optical properties and solvatochromism in solvents of different polarity (toluene, 1,4-dioxane, chlorobenzene, dichloromethane, DMF, and ethanol) were also investigated.
Selenium Dioxide Oxidation of Alkylcoumarins and Related Methyl-Substituted Heteroaromatics
Ito, Kiichi,Nakajima, Kaoru
, p. 511 - 515 (2007/10/02)
By the use of selenium dioxide as the specific oxidizing agent in the coumarin series, the 4-ethyl, 4-propyl and 4-benzyl substituents of coumarin were converted into α-alcohols 2 and/or ketones 3, while 3-methyl- and 3-benzylcoumarins were converted into 3-acyl derivatives 7.The methyl substituent of the analogous thiocoumarin 5, chromones 10 or thiochromone 11 was also oxidized into the formyl functionality.Facile oxidative desulfurization into the ketone functionality, prior to methyl oxidation, was observed for the thione derivatives of 1a, 5, 6 and 10.
