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

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.
› Author Affiliations
Further Information

Publication History

Received: 15 June 2016

Accepted after revision: 08 July 2016

Publication Date:
24 August 2016 (online)


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

 
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