EPSRC Reference: |
GR/T19971/01 |
Title: |
New Routes To Complex Pyridines and Novel Nitrogen-Containing Heterocyclic Compounds |
Principal Investigator: |
Taylor, Professor R |
Other Investigators: |
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Researcher Co-Investigators: |
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Project Partners: |
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Department: |
Chemistry |
Organisation: |
University of York |
Scheme: |
Standard Research (Pre-FEC) |
Starts: |
01 April 2005 |
Ends: |
30 September 2008 |
Value (£): |
250,923
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EPSRC Research Topic Classifications: |
Chemical Synthetic Methodology |
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EPSRC Industrial Sector Classifications: |
Pharmaceuticals and Biotechnology |
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Related Grants: |
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Panel History: |
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Summary on Grant Application Form |
Substituted pyridines are widespread in nature (e.g. nicotine, NAD, desmosine etc.) and in synthetic compounds of pharmaceutical interest (e.g. isoniazide, sulfapyridine, losec, nexium etc.). In general, substituted pyridines are prepared using classical named reactions, such as the Hanzsch and Chichibabin syntheses. A more recent method of great potential involves the cydoaddition of 1,2,4triazines with enamines followed by in situ loss of nitrogen and aromatisation. Unfortunately, the scope of this process is extremely limited.We have recently developed a novel tethered imine-enamine (TIE) procedure to prepare complex pyridines from triazines and ketones (by way of iminoenamines formed in situ from the ketone and an added diamine) via a mufti-step, one-pot sequence. We have also shown how triazines can be employed in reaction cascade sequences leading to a range of complex polycydic products. Based on these encouraging preliminary results, we now seek funds to extend and optimise this new technology. We will also go on to apply the new methodology to prepare the anti-cancer Louisianin natural products, and aza-analogues of the anti-cancer natural products, Daphnezomines, as well as other targets if time permits. Novel compounds with anti-cancer potential will be screened under an exisiting collaboration.
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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 |
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Project URL: |
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Further Information: |
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Organisation Website: |
http://www.york.ac.uk |