Synthesis 2017; 49(01): 135-144
DOI: 10.1055/s-0035-1562792
paper
© Georg Thieme Verlag Stuttgart · New York

On the Synthesis and Reactivity of 2,3-Dihydropyrrolo[1,2-a]quinazolin-5(1H)-ones

Authors

  • Charlotte L. Sutherell*

    a   Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, U.K.
    b   Cancer Research UK Cambridge Institute, Li Ka Shing Centre, University of Cambridge, Cambridge, CB2 0RE, U.K.   eMail: c.sutherell@imperial.ac.uk
  • Steven V. Ley

    a   Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, U.K.
Weitere Informationen

Publikationsverlauf

Received: 15. Juni 2016

Accepted after revision: 08. Juli 2016

Publikationsdatum:
24. August 2016 (online)


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Dedicated with respect and best wishes to our friend Dieter Enders on the occasion of his 70th birthday

Abstract

An improved, scalable synthetic route to the quinazolinone natural product 2,3-dihydropyrrolo[1,2-a]quinazolin-5(1H)-one is reported. The applicability of this method to analogue synthesis and the synthesis of related natural products is explored. Finally, reactivity of the scaffold to a variety of electrophilic reagents, generating products stereoselectively, is reported.

Supporting Information