RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
Synthesis 2009(21): 3677-3683
DOI: 10.1055/s-0029-1217001
DOI: 10.1055/s-0029-1217001
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkOriginal and Efficient Synthesis of Substituted 3,4-Dihydronaphtho[2,3-g]quinoline-2,6,11(1H)-triones
Weitere Informationen
Received
15 June 2009
Publikationsdatum:
08. September 2009 (online)
Publikationsverlauf
Publikationsdatum:
08. September 2009 (online)

Abstract
We report an original and short synthesis of substituted 3,4-dihydronaphtho[2,3-g]quinoline-2,6,11(1H)-triones by using the tetrakis(dimethylamino)ethylene or malonate substitution strategies, followed by a one-pot reduction-cyclization reaction.
Key words
quinones - electron transfer - cyclization - malonate - naphthoquinolinetriones
- 1a
Lin AJ.Cosby LA.Shansky CW.Sartorelli AC. J. Med. Chem. 1972, 15: 1247 - 1b
Moore HW. Science (Washington, D. C.) 1977, 197: 527 - 1c
Arcamone F. Cancer Res. 1985, 45: 5995 - 1d
Monneret C. Eur. J. Med. Chem. 2001, 36: 483. - 2
Denny WA. Expert Opin. Emerg. Drugs 2004, 9: 105. - 3
Shchekotikhin AE.Shtil AA.Luzikov YN.Bobrysheva TV.Buyanov VN.Preobrazhenskaya MN. Bioorg. Med. Chem. 2005, 13: 2285 - 4
Shchekotikhin AE.Buyanov VN.Preobrazhenskaya MN. Bioorg. Med. Chem. 2004, 12: 3923 - 5
Shchekotikhin AE.Dezhenkova LG.Susova OY.Glazunova VA.Luzikov YN.Sinkevich YB.Buyanov VN.Shtil AA.Preobrazhenskaya MN. Bioorg. Med. Chem. 2007, 15: 2651 - 6a
Giuglio-Tonolo G.Terme T.Médebielle M.Vanelle P. Tetrahedron Lett. 2003, 44: 6433 - 6b
Giuglio-Tonolo G.Terme T.Médebielle M.Vanelle P. Tetrahedron Lett. 2004, 45: 5121 - 6c
Amiri-Attou O.Terme T.Vanelle P. Molecules 2005, 10: 545 - 6d
Montana M.Terme T.Vanelle P. Tetrahedron Lett. 2005, 46: 8373 - 6e
Montana M.Terme T.Vanelle P. Tetrahedron Lett 2006, 47: 6573 - 6f
Montana M.Crozet MD.Castera-Ducros C.Terme T.Vanelle P. Heterocycles 2008, 75: 925 - 7
Khoumeri O.Montana M.Terme T.Vanelle P. Tetrahedron 2008, 64: 11237 - 8a
Giuglio-Tonolo G.Terme T.Vanelle P. Synlett 2005, 251 - 8b
Amiri-Attou O.Terme T.Vanelle P. Synlett 2005, 3047 - 8c
Juspin T.Terme P.Vanelle P. Synlett 2009, 1485 - 9
Shchekotikhin AE.Buyanov VN.Turchin KF.Baberkina EP.Avramenko GV.Suvorov NN. Chem. Heterocycl. Compd. (Engl. Transl.) 1996, 32: 902 - 10a
Médebielle M.Dolbier WR. J. Fluorine Chem. 2008, 129: 930 - 10b
Nishiyama Y.Kobayashi A. Tetrahedron Lett. 2006, 47: 5565 - 10c
Nishiyama Y.Kabawata H.Kobayashi A.Nishino T.Sonoda N. Tetrahedron Lett. 2005, 46: 867