A new way for synthetizing (E)-methyl methylsulfanyl(phenylamino)methylene carbamates via Beckmann transposition in triflic acid
At low temperature in triflic acid, nitroketene S,N-acetals with a tethered phenyl ring react to form the corresponding hydroxynitrilium ions. Quenching with methanol leads to the formation of dications which undergo an unexpected Beckmann transposition affording new (E)-methyl methylsulfanyl(phenyl...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Chemical Society of Ethiopia
2015-07-01
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| Series: | Bulletin of the Chemical Society of Ethiopia |
| Subjects: | |
| Online Access: | http://www.ajol.info/index.php/bcse/article/view/119308 |
| _version_ | 1811269116214902784 |
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| author | F. Bamba Y. Soro S. Siaka J. Marrot J. M. Coustard |
| author_facet | F. Bamba Y. Soro S. Siaka J. Marrot J. M. Coustard |
| author_sort | F. Bamba |
| collection | DOAJ |
| description | At low temperature in triflic acid, nitroketene S,N-acetals with a tethered phenyl ring react to form the corresponding hydroxynitrilium ions. Quenching with methanol leads to the formation of dications which undergo an unexpected Beckmann transposition affording new (E)-methyl methylsulfanyl(phenylamino) methylene carbamates. |
| first_indexed | 2024-04-12T21:36:17Z |
| format | Article |
| id | doaj.art-fff9d52e72f742ec9d29f5b9f7983b06 |
| institution | Directory Open Access Journal |
| issn | 1011-3924 1726-801X |
| language | English |
| last_indexed | 2024-04-12T21:36:17Z |
| publishDate | 2015-07-01 |
| publisher | Chemical Society of Ethiopia |
| record_format | Article |
| series | Bulletin of the Chemical Society of Ethiopia |
| spelling | doaj.art-fff9d52e72f742ec9d29f5b9f7983b062022-12-22T03:15:54ZengChemical Society of EthiopiaBulletin of the Chemical Society of Ethiopia1011-39241726-801X2015-07-01292291298http://dx.doi.org/10.4314/bcse.v29i2.11A new way for synthetizing (E)-methyl methylsulfanyl(phenylamino)methylene carbamates via Beckmann transposition in triflic acidF. BambaY. SoroS. SiakaJ. MarrotJ. M. CoustardAt low temperature in triflic acid, nitroketene S,N-acetals with a tethered phenyl ring react to form the corresponding hydroxynitrilium ions. Quenching with methanol leads to the formation of dications which undergo an unexpected Beckmann transposition affording new (E)-methyl methylsulfanyl(phenylamino) methylene carbamates.http://www.ajol.info/index.php/bcse/article/view/119308Nitroketene SN-acetalsElectrophilic aromatic substitutionSuperacidsTriflic acidBeckmann transposition |
| spellingShingle | F. Bamba Y. Soro S. Siaka J. Marrot J. M. Coustard A new way for synthetizing (E)-methyl methylsulfanyl(phenylamino)methylene carbamates via Beckmann transposition in triflic acid Bulletin of the Chemical Society of Ethiopia Nitroketene S N-acetals Electrophilic aromatic substitution Superacids Triflic acid Beckmann transposition |
| title | A new way for synthetizing (E)-methyl methylsulfanyl(phenylamino)methylene carbamates via Beckmann transposition in triflic acid |
| title_full | A new way for synthetizing (E)-methyl methylsulfanyl(phenylamino)methylene carbamates via Beckmann transposition in triflic acid |
| title_fullStr | A new way for synthetizing (E)-methyl methylsulfanyl(phenylamino)methylene carbamates via Beckmann transposition in triflic acid |
| title_full_unstemmed | A new way for synthetizing (E)-methyl methylsulfanyl(phenylamino)methylene carbamates via Beckmann transposition in triflic acid |
| title_short | A new way for synthetizing (E)-methyl methylsulfanyl(phenylamino)methylene carbamates via Beckmann transposition in triflic acid |
| title_sort | new way for synthetizing e methyl methylsulfanyl phenylamino methylene carbamates via beckmann transposition in triflic acid |
| topic | Nitroketene S N-acetals Electrophilic aromatic substitution Superacids Triflic acid Beckmann transposition |
| url | http://www.ajol.info/index.php/bcse/article/view/119308 |
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