Thesis-1978-Budhram.pdf (3.96 MB)
Synthesis of certain tricyclic systems containing a bridgehead nitrogen
thesisposted on 2018-06-27, 11:05 authored by Ronald S. Budhram
We have shown that treatment of a quinoline Reissert compound carrying a blocking group at the 4-position with base in the presence of acrylonitrile can lead in modest yield to the pyrrolo[1,2-a]quinoline system and to an open chain ketone derived via an intermediate tetrahydropyrrolo[1,2-a]quinoline. This behaviour contrasts with the more ready formation of the pyrrolo[2,1-a]isoquinoline system by a similar process. Analogous condensation of the corresponding phthalazine Reissert compound with acrylonitrile in base has been shown to provide a straightforward route to the little known pyrrolo[2,1-a]phthalazine system. [Continues.]
Publisher© Ronald Sewnarine Budhram
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NotesA Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.