72248-92-1Relevant articles and documents
Ru(III)-catalyzed construction of variously substituted quinolines from 2-aminoaromatic aldehydes (ketones) and isoxazoles: Isoxazoles as cyclization reagent and cyano sources
Cui, Xiuling,Han, Xiliang,Hu, Di,Hu, Wei,Pi, Chao,Wu, Yangjie
supporting information, (2022/01/28)
A Ru(Ⅲ)-catalyzed annulation reaction of 2-aminoaromatic aldehydes (ketones) and isoxazoles to afford diverse 3-cyanoquinolines has been developed. Notably, isoxazole acted as a cyclization reagent and nontoxic cyano source via N-O bond cleavage and fragm
Utility of 3-Aminocrotononitrile in the Synthesis of New Methyl 1,4-Dihydropyridine, Methylquinoline and Thiophene Derivatives: The Reactivity of Methyl Function in Alkyl 1,4-Dihydropyridine and Methyl Quinoline Derivatives Towards Some Electrophilic Reagents
Hafiz, Ibrahim Saad Abdel,Darwish, Elham Sayed,Mahmoud, Fivian Farouk
, p. 2354 - 2364 (2007/10/03)
New alkyl 1,4-dihydropyridine and methyl quinoline derivatives were prepared from the reaction of 3-aminocrotononitrile with some aliphatic ketones, cinnamaldehyde and salicylaldehyde. The methyl function in some of methyl 1,4-dihydropyridine and methyl quinoline derivatives towards electrophilic reagents proved to be highly active under mild conditions.
Photochemical Synthesis. Conversion of o-Vinylthioanilides to Quinolines
Mayo, Paul de,Sydnes, Leiv K.,Wenska, Grazyna
, p. 1549 - 1556 (2007/10/02)
Quinoline derivatives are formed in fair to good yields when acetonitrile solutions of o-vinylthioanilides are irradiated with Pyrex-filtered light.The transformation is a singlet reaction and involves intramolecular cycloaddition of the thioamide, yielding unstable thietanes, as the initial step.In the case of o-(1-trans-propenyl)thioacetanilide (2a) the corresponding thietane has been detected by 1H NMR spectroscopy by irradiating a toluene solution of the compound at -78 deg C.The quantum yield of quinoline formation from 2a appeared to be solvent dependent.Concomitant with quinoline formation, triplet cis-trans isomerization of the vinyl moiety takes place.In the case of 2a the quantum yield for trans -> cis isomerization is 0.506.A variable-temperature 1H NMR study of 2,3-dimethylquinoline in toluene solution has also been performed.For the 2,3-dimethylquinoline-toluene complex the enthalpy and entropy of formation are -1.03 +/- 0.10 kcal/mol and -3.7 +/- 0.2 gibbs/mol, respectively.