On DABAL-Me₃ promoted formation of amides
The range and utility of DABAL-Me3 couplings of methyl esters and free carboxylic acids with primary and secondary amines under a variety of conditions (reflux, sealed tube, microwave) has been compared for a significant range of coupling partners of relevance to the preparation of amides of interes...
| Main Authors: | , , , , , , |
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| Format: | Article |
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Elsevier
2013
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| Online Access: | https://eprints.nottingham.ac.uk/3201/ |
| _version_ | 1848790975965560832 |
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| author | Dubois, Nathalie Glynn, Daniel Mcinally, Thomas Rhodes, Barrie Woodward, Simon Irvine, Derek Dodds, Chris |
| author_facet | Dubois, Nathalie Glynn, Daniel Mcinally, Thomas Rhodes, Barrie Woodward, Simon Irvine, Derek Dodds, Chris |
| author_sort | Dubois, Nathalie |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | The range and utility of DABAL-Me3 couplings of methyl esters and free carboxylic acids with primary and secondary amines under a variety of conditions (reflux, sealed tube, microwave) has been compared for a significant range of coupling partners of relevance to the preparation of amides of interest in pharmaceutical chemistry. Commercial microwave reactors promote the fastest couplings and allow the use of significantly sterically hindered amines (primary and secondary) and carboxylic acids derivatives. The influence of microwave energy on the reaction system was shown to be typically related to thermal effects (over-pressuring and superheating). |
| first_indexed | 2025-11-14T18:21:10Z |
| format | Article |
| id | nottingham-3201 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T18:21:10Z |
| publishDate | 2013 |
| publisher | Elsevier |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-32012020-05-04T20:20:09Z https://eprints.nottingham.ac.uk/3201/ On DABAL-Me₃ promoted formation of amides Dubois, Nathalie Glynn, Daniel Mcinally, Thomas Rhodes, Barrie Woodward, Simon Irvine, Derek Dodds, Chris The range and utility of DABAL-Me3 couplings of methyl esters and free carboxylic acids with primary and secondary amines under a variety of conditions (reflux, sealed tube, microwave) has been compared for a significant range of coupling partners of relevance to the preparation of amides of interest in pharmaceutical chemistry. Commercial microwave reactors promote the fastest couplings and allow the use of significantly sterically hindered amines (primary and secondary) and carboxylic acids derivatives. The influence of microwave energy on the reaction system was shown to be typically related to thermal effects (over-pressuring and superheating). Elsevier 2013 Article PeerReviewed Dubois, Nathalie, Glynn, Daniel, Mcinally, Thomas, Rhodes, Barrie, Woodward, Simon, Irvine, Derek and Dodds, Chris (2013) On DABAL-Me₃ promoted formation of amides. Tetrahedron, 69 (46). pp. 9890-9897. ISSN 0040-4020 http://www.sciencedirect.com/science/article/pii/S0040402013013616 doi:10.1016/j.tet.2013.08.062 doi:10.1016/j.tet.2013.08.062 |
| spellingShingle | Dubois, Nathalie Glynn, Daniel Mcinally, Thomas Rhodes, Barrie Woodward, Simon Irvine, Derek Dodds, Chris On DABAL-Me₃ promoted formation of amides |
| title | On DABAL-Me₃ promoted formation of amides |
| title_full | On DABAL-Me₃ promoted formation of amides |
| title_fullStr | On DABAL-Me₃ promoted formation of amides |
| title_full_unstemmed | On DABAL-Me₃ promoted formation of amides |
| title_short | On DABAL-Me₃ promoted formation of amides |
| title_sort | on dabal-me₃ promoted formation of amides |
| url | https://eprints.nottingham.ac.uk/3201/ https://eprints.nottingham.ac.uk/3201/ https://eprints.nottingham.ac.uk/3201/ |