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Synthesis of certain tricyclic systems containing a bridgehead nitrogen

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posted 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.]

History

School

  • Science

Department

  • Chemistry

Publisher

© Ronald Sewnarine Budhram

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/

Publication date

1978

Notes

A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.

Language

  • en

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