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Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system
An unexpected azeto[2,3-c]quinolizinedione has been isolated during synthetic studies on the base catalyzed condensation of ethyl 6-methylpyridin-2(1H)-on-1-ylacetate with benzil. Closure of a fused four-membered azetidinone ring occurred when potassium hexamethyldisilazide was employed as the base....
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| Main Authors: | , , , , , |
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| Format: | Default Article |
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2015
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| Online Access: | https://hdl.handle.net/2134/18710 |
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| _version_ | 1818172681259843584 |
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| author | Beatriz Fernandez-Diaz-Ropero Mark Elsegood Gary Fairley Gareth Pritchard Simon J. Teat George Weaver |
| author_facet | Beatriz Fernandez-Diaz-Ropero Mark Elsegood Gary Fairley Gareth Pritchard Simon J. Teat George Weaver |
| author_sort | Beatriz Fernandez-Diaz-Ropero (1250985) |
| collection | Figshare |
| description | An unexpected azeto[2,3-c]quinolizinedione has been isolated during synthetic studies on the base catalyzed condensation of ethyl 6-methylpyridin-2(1H)-on-1-ylacetate with benzil. Closure of a fused four-membered azetidinone ring occurred when potassium hexamethyldisilazide was employed as the base. The structure of the product was confirmed by synchrotron X-ray crystallography. A possible mechanism for the formation of the product is considered. |
| format | Default Article |
| id | rr-article-9390620 |
| institution | Loughborough University |
| publishDate | 2015 |
| record_format | Figshare |
| spelling | rr-article-93906202015-01-01T00:00:00Z Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system Beatriz Fernandez-Diaz-Ropero (1250985) Mark Elsegood (1249893) Gary Fairley (1629775) Gareth Pritchard (1249743) Simon J. Teat (1304670) George Weaver (1250037) Organic chemistry not elsewhere classified Other chemical sciences not elsewhere classified β-Lactam Quinolizinone Pyridone Drug scaffolds Chemical Sciences not elsewhere classified Organic Chemistry An unexpected azeto[2,3-c]quinolizinedione has been isolated during synthetic studies on the base catalyzed condensation of ethyl 6-methylpyridin-2(1H)-on-1-ylacetate with benzil. Closure of a fused four-membered azetidinone ring occurred when potassium hexamethyldisilazide was employed as the base. The structure of the product was confirmed by synchrotron X-ray crystallography. A possible mechanism for the formation of the product is considered. 2015-01-01T00:00:00Z Text Journal contribution 2134/18710 https://figshare.com/articles/journal_contribution/Isolation_and_structure_determination_of_the_first_example_of_the_azeto_2_3-c_quinolizinedione_ring_system/9390620 CC BY-NC-ND 4.0 |
| spellingShingle | Organic chemistry not elsewhere classified Other chemical sciences not elsewhere classified β-Lactam Quinolizinone Pyridone Drug scaffolds Chemical Sciences not elsewhere classified Organic Chemistry Beatriz Fernandez-Diaz-Ropero Mark Elsegood Gary Fairley Gareth Pritchard Simon J. Teat George Weaver Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system |
| title | Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system |
| title_full | Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system |
| title_fullStr | Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system |
| title_full_unstemmed | Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system |
| title_short | Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system |
| title_sort | isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system |
| topic | Organic chemistry not elsewhere classified Other chemical sciences not elsewhere classified β-Lactam Quinolizinone Pyridone Drug scaffolds Chemical Sciences not elsewhere classified Organic Chemistry |
| url | https://hdl.handle.net/2134/18710 |