Synthesis of the novel tetrahydro-pyrrolo[2,3-c]quinolone system by oxidation of 1,2,3,4-tetrahydro-β-carboline

Synlett

Volumn , Issue 5, 1999, Pages 563-564

  Carniaux, Jean François ^a   Kan Fan, Christiane ^a   Royer, Jacques ^a   Husson, Henri Philippe ^a  

^a CNRS   (France)

Author keywords

Oxidation; Pyrrolo 2,3 c quinolin 4 one; Pyrrolo 3,4 b quinolin 9 one; Tetrahydro carbolines

Indexed keywords

QUINOLINE DERIVATIVE; TETRAHYDRO PYRROLO[2,3 C]QUINOLONE; TRYPTOLINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; DECARBOXYLATION; DRUG SYNTHESIS; OXIDATION;

EID: 0032908576     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2663     Document Type: Article

References (14)

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2. Tratrat, C.; Giorgi-Renault, S.; Husson, H.-P. Synlett, 1998, 1071.
3. 2 (%) : C, 75.42; H, 6.63; N, 8.37; Found : C, 75.27; H, 6.61; N, 8.51.
4. 3OH (%) : C, 76.87; H, 6.06; N, 9.86 Found : C, 76.43; H, 6.05; N, 9.81.
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10. Decarboxylation of β-keto-ester has been generally observed at elevated temperatures (see: Krapcho, A. P.; Lovey, A. J. Tetrahedron Lett., 1973, 957; Liotta, C. L.; Cook, F. L. Tetrahedron Lett., 1974, 1095) while dealkylation of ester using t-BuOK in DMSO is well documented: Mc Murry, J. Org. React., 1976, 24, 187.
11. Decarboxylation of β-keto-ester has been generally observed at elevated temperatures (see: Krapcho, A. P.; Lovey, A. J. Tetrahedron Lett., 1973, 957; Liotta, C. L.; Cook, F. L. Tetrahedron Lett., 1974, 1095) while dealkylation of ester using t-BuOK in DMSO is well documented: Mc Murry, J. Org. React., 1976, 24, 187.
12. Decarboxylation of β-keto-ester has been generally observed at elevated temperatures (see: Krapcho, A. P.; Lovey, A. J. Tetrahedron Lett., 1973, 957; Liotta, C. L.; Cook, F. L. Tetrahedron Lett., 1974, 1095) while dealkylation of ester using t-BuOK in DMSO is well documented: Mc Murry, J. Org. React., 1976, 24, 187.
13. Kims, S.; Cheon, H.; Kang, S.; Yum, E.; Choi, J.-K. Heterocycles 1998, 48, 221.
14. Alazard, J.-P.; Millet-Pallusson, C.; Guénard, D.; Thal, C. Bull. Soc. Chim. Fr. 1996, 113, 251.