4945-38-4Relevant academic research and scientific papers
Enantioselective organocatalytic partial transfer hydrogenation of lactone-fused quinolines
Aillerie, Alexandre,Talance, Vincent Lemau De,Moncomble, Aurelien,Bousquet, Till,Pelinski, Lydie
supporting information, p. 2982 - 2985 (2014/06/23)
The first enantioselective synthesis of 4-aza-podophyllotoxin derivatives by partial transfer hydrogenation of lactone-fused quinolines was achieved using a chiral Bronsted acid catalyst. This reaction was extended to a large scope of substrates with good yields and enantioselectivities.
Bis(lactone)-annulated 4H-pyranes and 1,4-dihydropyridines from 3,3′-(nitrobenzylidene)-bistetronic acids
Goerlitzer,Trittrmacher,Bartke
, p. 606 - 609 (2007/10/03)
The bistetronic derivatives 4, obtained by base catalyzed reaction of the aldehydes 3 with surplus tetronic acid (2), cyclize in polyphosphoric acid (PPA) to yield the 4H-pyranes 5. The amino derivative 6 formed by reduction of the nitro group of 5a easily splits to give the furoquinoline 7 and 2. By heating the ammonium bistetronate 8 ring closure occurs leading to the bisannulated 1,4-dihydropyridine (DHP) 9. The DHP 9 is dehydrogenated to the corresponding pyridine 10. The half wave potentials of the 4H-pyranes 5 and 6 as well as the 1,4-DHP 9 are determined by differential pulse voltammetry.
A NOVEL PHOTO-INDUCED SUBSTITUTION OF ALKYL 2-CYANO-3-QUINOLINECARBOXYLATES
Ono, Isao,Fujiki, Yoshiyuki,Fujinami, Naoki,Hoshi, Toshihiko
, p. 371 - 374 (2007/10/02)
Irradiation of 2-quinolinecarbonitriles having an alkoxycarbonyl group at the 3-position afforded five-membered and/or six-membered lactones in normal alcohols depending on their alkyl-chain-length, whereas the irradiation in 2-propanol and t-butyl alcohol did not cause any cyclization, but instead decyanated and methylated products were obtained, respectively.
