EPSRC Reference: |
GR/M39640/01 |
Title: |
CONSTRUCTION OF DIHYDROQUINOLONES BY CYCLISATION OF ORGANIC ISOCYANATES |
Principal Investigator: |
Walton, Professor JC |
Other Investigators: |
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Researcher Co-Investigators: |
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Project Partners: |
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Department: |
Chemistry |
Organisation: |
University of St Andrews |
Scheme: |
Standard Research (Pre-FEC) |
Starts: |
11 October 1999 |
Ends: |
10 October 2002 |
Value (£): |
50,109
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EPSRC Research Topic Classifications: |
Biological & Medicinal Chem. |
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EPSRC Industrial Sector Classifications: |
Pharmaceuticals and Biotechnology |
No relevance to Underpinning Sectors |
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Related Grants: |
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Panel History: |
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Summary on Grant Application Form |
Initial experiments with 2-(2-bromalkly) phenyl isocyanates, and related compounds, will establish the scope of a novel homolytic cyclisation of free radicals onto the isocyante group. The method will provide new synthetic routes to derivatives of tetrahroquinlinone, naphyridine, pyridopyrimidine and related nitrogen-containing heterocycles. Similar research with bromoaryl-cyclopropyl isocyanates will provide synthetic entry to a range of isoquioline derivatives.Having established optimum conditions for the ring closure, the method will be applied to a synthesis of the natural product diazaquinomycin, A, a promising anti-tumor agent. This synthesis involves construction of an aromatic bis-isocyanate which subsequently takes part in a double ring closure with production of the tetrahydroiazaanthracene structure.Radical intermediates will be characterised by EPR spectroscopy and, if possible, kinetic data will be measured for key steps using this spectroscopic technique.
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Key Findings |
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Potential use in non-academic contexts |
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Impacts |
Description |
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Summary |
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Date Materialised |
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Sectors submitted by the Researcher |
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Project URL: |
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Further Information: |
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Organisation Website: |
http://www.st-and.ac.uk |