Castagnolo, Daniele, Pagano, Mafalda, Bernardini, Martina and Botta, Maurizio (2012) Studies on the acylation of 4-(2-aminoethylthio)-7-nitrobenzofurazan: the role of bases in promoting the formation of fluorescent S-acyl derivatives through S–N Smiles rearrangement. Tetrahedron Letters, 53 (37). pp. 5008-5011. ISSN 0040-4039
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Castagnolo_10972_Revised_manuscript_-_Tet_Lett_2012.pdf - Accepted Version Download (520kB) | Preview |
Official URL: http://dx.doi.org/10.1016/j.tetlet.2012.07.033
Abstract
The acylation of 4-(2-aminoethylthio)-7-nitrobenzofurazan has been investigated. Depending on the use of the base, a competitive Smiles rearrangement occurs during the acylation step leading to the formation of N-acyl and/or fluorescent S-acyl derivatives. The acylating agent also affects the ratio of N/S acylated isomers.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | S-N acylation; Smiles rearrangement; Fluorescent probe; Benzofurazan; Cysteamine |
| Subjects: | F100 Chemistry |
| Department: | Faculties > Health and Life Sciences > Applied Sciences |
| Depositing User: | Linda Barlow |
| Date Deposited: | 08 Jan 2013 13:23 |
| Last Modified: | 17 Dec 2023 14:01 |
| URI: | https://nrl.northumbria.ac.uk/id/eprint/10972 |
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