Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moiety
The rearrangement of beta,gamma-unsaturated esters, such as 2-(3,4-dihydronaphthalen-1-yl)-propionic acid ethyl ester, with thallium trinitrate (TTN) in acetic acid leads to 3-indan-1-yl-2-methyl-3-oxo-propionic acid ethyl ester in good yield, through a ring contraction reaction. The new indans thus...
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| Format: | Article |
| Language: | English |
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Sociedade Brasileira de Química
2006-01-01
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| Series: | Journal of the Brazilian Chemical Society |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000100029 |
| _version_ | 1818178270971035648 |
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| author | Silva Jr. Luiz F. Pedrozo Eliane C. Ferraz Helena M. C. |
| author_facet | Silva Jr. Luiz F. Pedrozo Eliane C. Ferraz Helena M. C. |
| author_sort | Silva Jr. Luiz F. |
| collection | DOAJ |
| description | The rearrangement of beta,gamma-unsaturated esters, such as 2-(3,4-dihydronaphthalen-1-yl)-propionic acid ethyl ester, with thallium trinitrate (TTN) in acetic acid leads to 3-indan-1-yl-2-methyl-3-oxo-propionic acid ethyl ester in good yield, through a ring contraction reaction. The new indans thus obtained feature a beta-keto ester moiety, which would be useful for further functionalization. |
| first_indexed | 2024-12-11T20:45:19Z |
| format | Article |
| id | doaj.art-2d41bb114f544517b846f9c05fb23ecf |
| institution | Directory Open Access Journal |
| issn | 0103-5053 1678-4790 |
| language | English |
| last_indexed | 2024-12-11T20:45:19Z |
| publishDate | 2006-01-01 |
| publisher | Sociedade Brasileira de Química |
| record_format | Article |
| series | Journal of the Brazilian Chemical Society |
| spelling | doaj.art-2d41bb114f544517b846f9c05fb23ecf2022-12-22T00:51:23ZengSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society0103-50531678-47902006-01-01171200205Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moietySilva Jr. Luiz F.Pedrozo Eliane C.Ferraz Helena M. C.The rearrangement of beta,gamma-unsaturated esters, such as 2-(3,4-dihydronaphthalen-1-yl)-propionic acid ethyl ester, with thallium trinitrate (TTN) in acetic acid leads to 3-indan-1-yl-2-methyl-3-oxo-propionic acid ethyl ester in good yield, through a ring contraction reaction. The new indans thus obtained feature a beta-keto ester moiety, which would be useful for further functionalization.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000100029indanring contractionthallium trinitratebeta-keto ester |
| spellingShingle | Silva Jr. Luiz F. Pedrozo Eliane C. Ferraz Helena M. C. Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moiety Journal of the Brazilian Chemical Society indan ring contraction thallium trinitrate beta-keto ester |
| title | Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moiety |
| title_full | Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moiety |
| title_fullStr | Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moiety |
| title_full_unstemmed | Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moiety |
| title_short | Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moiety |
| title_sort | rearrangement of beta gamma unsaturated esters with thallium trinitrate synthesis of indans bearing a beta keto ester moiety |
| topic | indan ring contraction thallium trinitrate beta-keto ester |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000100029 |
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