Reactions of organolithium reagents with quinazoline derivatives

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El-Hiti, Gamal A. ; Hegazy, Amany S. ; Alotaibi, Mohammad Hayal ; Ajarim, Mansour D. (2012)
  • Publisher: Arkat USA Inc
  • Subject: QD

This review deals with directed and regioselective lithiation of various quinazoline derivatives by the use of alkyllithiums in anhydrous THF at low temperature. Reactions of the lithium reagents obtained from the lithiation reactions with a range of electrophiles give the corresponding substituted derivatives in high yields. The procedures are simple, efficient and general to provide derivatives which might be difficult to produce by other means. In some cases nucleophilic addition of alkyllithiums takes place to produce the corresponding addition products via 1,2- and 3,4-additions. In other cases nucleophilic substitution or halogen-lithium exchange reactions occur.
  • References (31)
    31 references, page 1 of 4

    Olah, G. A. Friedel-Crafts Chemistry, Wiley-Interscience: New York, 1973.

    Pearson, D. E.; Buehler, C. A. Synthesis 1972, 533.

    Florio, S.; Capriati, V.; Salomone, A. Topics in Stereochemistry; Siegel J. S., Ed.; WileyVCH: Weinheim, 2010, Vol 26, Chap. 4.

    Rathman, T. L.; Bailey, W. F. Org. Process Res. Dev. 2009, 13, 144.

    Capriati, V.; Florio, S.; Luisi, R. Chem. Rev. 2008, 108, 1918.

    Chevallier, F.; Mongin, F. Chem. Soc. Rev. 2008, 37, 595.

    Elschenbroich, C. Organometallics, Wiley-VCH: Weinheim, 2006.

    Foubelo, F.; Yus, M. Curr. Org. Chem. 2005, 9, 459.

    Schlosser, M. Angew. Chem. Int. Ed. 2005, 44, 376.

    Smith, K.; El-Hiti, G. A. Curr. Org. Synth. 2004, 1, 253.

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