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Volumn 38, Issue 39, 1997, Pages 6849-6852

Synthesis of 1,5-dihydro-2H-pyrrol-2-ones from an alkyne, an imine and carbon dioxide via an organotitanium intermediate

Author keywords

[No Author keywords available]

Indexed keywords

1,5 DIHYDRO 2H PYRROL 2 ONE DERIVATIVE; ALKYNE; CARBON DIOXIDE; HETEROCYCLIC COMPOUND; IMINE; TITANIUM DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030848011     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01615-8     Document Type: Article
Times cited : (37)

References (31)
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    • and other review articles cited therein
    • For recent reviews, see: Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49-92; Negishi, E-I.; Copéret, C.; Ma, S.; Liou, S.-Y.; Liu, F. Chem. Rev. 1996, 96, 365-393; Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635-662 and other review articles cited therein.
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    • and references cited therein
    • For examples, see: Sato, F.; Iijima, S.; Sato, M. J. Chem. Soc., Chem. Commun. 1981, 180-181; Klei, E.; Teuben, J. H.; Meijer, H. J. de L. J. Chem. Soc., Chem. Commun. 1981, 342-344; Klei, E.; Teuben, J. H. J. Organometal. Chem. 1981, 222, 79-88; Gao, Y.; Iijima, S.; Urabe, H.; Sato, F. Inorg. Chim. Acta 1994, 222, 145-153 and references cited therein.
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    • note
    • 4 and concentrated to an oil, which was chromatographed on silica gel to afford N-propyl-3-trimethylsilyl-4-hexyl-5-phenyl-1,5-dihydro-2H-pyrrol-2-one (3a) (0.154 g, 77%).
  • 16
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    • For the representive procedure for synthesizing 1,5-dihydro-2H-pyrrol-2-ones, see the following. From pyrrole derivatives: (a)Hüni, A.; Frank. F. Hoppe Serler's Z. Physiol. Chem. 1947, 282, 96-103;
    • (1947) Hoppe Serler's Z. Physiol. Chem. , vol.282 , pp. 96-103
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    • From aminoalkenyl iodides or triflates by Pdcatalyzed carbonylation
    • (i) Ohfune, Y.; Tomita, M. J. Am. Chem. Soc. 1982, 104, 3511-3513. From aminoalkenyl iodides or triflates by Pdcatalyzed carbonylation:
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    • Ohfune, Y.1    Tomita, M.2
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    • (1995) Angew. Chem. , vol.107 , pp. 104-106
    • Chelucci, G.1    Saba, A.2
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    • (o) Chelucci, G.; Saba, A. Angew. Chem. 1995, 107, 104-106; Angew. Chem. Int. Ed. Engl. 1995, 34, 78-79.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 78-79


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