Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene
A new dimethylsulfoxide activation method employing 1,1-dichlorocycloheptatriene has been developed for a mild Swern-type oxidation of a variety of alcohols. The carbonyl products can be obtained in good to excellent yields from this operationally simple and efficient method. This work is the first...
| Main Authors: | , |
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| Format: | Journal Article |
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Pergamon
2014
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| Online Access: | http://hdl.handle.net/20.500.11937/12742 |
| _version_ | 1848748161508573184 |
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| author | Nguyen, Thanh Vinh Hall, Michael |
| author_facet | Nguyen, Thanh Vinh Hall, Michael |
| author_sort | Nguyen, Thanh Vinh |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | A new dimethylsulfoxide activation method employing 1,1-dichlorocycloheptatriene has been developed for a mild Swern-type oxidation of a variety of alcohols. The carbonyl products can be obtained in good to excellent yields from this operationally simple and efficient method. This work is the first report of dimethylsulfoxide activation by a simple chlorinated hydrocarbon reagent, which has the unique ability of equilibrating to its reactive aromatic cationic form. |
| first_indexed | 2025-11-14T07:00:39Z |
| format | Journal Article |
| id | curtin-20.500.11937-12742 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T07:00:39Z |
| publishDate | 2014 |
| publisher | Pergamon |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-127422019-02-19T05:34:47Z Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene Nguyen, Thanh Vinh Hall, Michael Cycloheptatriene Swern oxidation Tropylium ions Alcohol oxidation Aromatic cations A new dimethylsulfoxide activation method employing 1,1-dichlorocycloheptatriene has been developed for a mild Swern-type oxidation of a variety of alcohols. The carbonyl products can be obtained in good to excellent yields from this operationally simple and efficient method. This work is the first report of dimethylsulfoxide activation by a simple chlorinated hydrocarbon reagent, which has the unique ability of equilibrating to its reactive aromatic cationic form. 2014 Journal Article http://hdl.handle.net/20.500.11937/12742 10.1016/j.tetlet.2014.10.100 Pergamon fulltext |
| spellingShingle | Cycloheptatriene Swern oxidation Tropylium ions Alcohol oxidation Aromatic cations Nguyen, Thanh Vinh Hall, Michael Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene |
| title | Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene |
| title_full | Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene |
| title_fullStr | Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene |
| title_full_unstemmed | Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene |
| title_short | Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene |
| title_sort | activation of dmso for swern-type oxidation by 1,1-dichlorocycloheptatriene |
| topic | Cycloheptatriene Swern oxidation Tropylium ions Alcohol oxidation Aromatic cations |
| url | http://hdl.handle.net/20.500.11937/12742 |