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Volumn 4, Issue 18, 2002, Pages 3035-3038

Synthesis of Annulated γ-Carbolines by Palladium-Catalyzed Intramolecular Iminoannulation

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; ANTINEOPLASTIC AGENT; CARBOLINE DERIVATIVE; IMINE; PALLADIUM;

EID: 0037026547     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026255u     Document Type: Article
Times cited : (43)

References (43)
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    • For reviews, see: (a) Larock, R. C. J. Organomet. Chem. 1999, 576, 111. (b) Larock, R. C. Palladium-Catalyzed Annulation. In Perspectives in Organopalladium Chemistry for the XXI Century; Tsuji, J., Ed.; Elsevier Press: Lausanne, Switzerland, 1999; pp 111-124. (c) Larock, R. C. Pure Appl. Chem. 1999, 71, 1435.
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    • For reviews, see: (a) Larock, R. C. J. Organomet. Chem. 1999, 576, 111. (b) Larock, R. C. Palladium-Catalyzed Annulation. In Perspectives in Organopalladium Chemistry for the XXI Century; Tsuji, J., Ed.; Elsevier Press: Lausanne, Switzerland, 1999; pp 111-124. (c) Larock, R. C. Pure Appl. Chem. 1999, 71, 1435.
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    • To the best of our knowledge, this is the first example of palladium-catalyzed intramolecular annulation involving a halide, a carbon-carbon triple bond, and a nucleophile in the same molecule. For palladium-catalyzed intramolecular benzoannulations, see: (a) Kawasaki, T.; Saito, S.; Yamamoto, Y. J. Org. Chem. 2002, 67, 2653. (b) Weibel, D.; Gevorgyan, V.; Yamamoto, Y. J. Org. Chem. 1998, 63, 1217. (c) Saito, S.; Tsuboya, N.; Yamamoto, Y. J. Org. Chem. 1997, 62, 5042. For other palladium-catalyzed intramolecular annulations, see: (d) Hu, Y.; Yang, Z. Org. Lett. 2001, 3, 1387. (e) Piers, E.; Marais, P. C. J. Org. Chem. 1990, 55, 3454.
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    • To the best of our knowledge, this is the first example of palladium-catalyzed intramolecular annulation involving a halide, a carbon-carbon triple bond, and a nucleophile in the same molecule. For palladium-catalyzed intramolecular benzoannulations, see: (a) Kawasaki, T.; Saito, S.; Yamamoto, Y. J. Org. Chem. 2002, 67, 2653. (b) Weibel, D.; Gevorgyan, V.; Yamamoto, Y. J. Org. Chem. 1998, 63, 1217. (c) Saito, S.; Tsuboya, N.; Yamamoto, Y. J. Org. Chem. 1997, 62, 5042. For other palladium-catalyzed intramolecular annulations, see: (d) Hu, Y.; Yang, Z. Org. Lett. 2001, 3, 1387. (e) Piers, E.; Marais, P. C. J. Org. Chem. 1990, 55, 3454.
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    • To the best of our knowledge, this is the first example of palladium-catalyzed intramolecular annulation involving a halide, a carbon-carbon triple bond, and a nucleophile in the same molecule. For palladium-catalyzed intramolecular benzoannulations, see: (a) Kawasaki, T.; Saito, S.; Yamamoto, Y. J. Org. Chem. 2002, 67, 2653. (b) Weibel, D.; Gevorgyan, V.; Yamamoto, Y. J. Org. Chem. 1998, 63, 1217. (c) Saito, S.; Tsuboya, N.; Yamamoto, Y. J. Org. Chem. 1997, 62, 5042. For other palladium-catalyzed intramolecular annulations, see: (d) Hu, Y.; Yang, Z. Org. Lett. 2001, 3, 1387. (e) Piers, E.; Marais, P. C. J. Org. Chem. 1990, 55, 3454.
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    • To the best of our knowledge, this is the first example of palladium-catalyzed intramolecular annulation involving a halide, a carbon-carbon triple bond, and a nucleophile in the same molecule. For palladium-catalyzed intramolecular benzoannulations, see: (a) Kawasaki, T.; Saito, S.; Yamamoto, Y. J. Org. Chem. 2002, 67, 2653. (b) Weibel, D.; Gevorgyan, V.; Yamamoto, Y. J. Org. Chem. 1998, 63, 1217. (c) Saito, S.; Tsuboya, N.; Yamamoto, Y. J. Org. Chem. 1997, 62, 5042. For other palladium-catalyzed intramolecular annulations, see: (d) Hu, Y.; Yang, Z. Org. Lett. 2001, 3, 1387. (e) Piers, E.; Marais, P. C. J. Org. Chem. 1990, 55, 3454.
    • (1990) J. Org. Chem. , vol.55 , pp. 3454
    • Piers, E.1    Marais, P.C.2


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