Detosylation of 3-amino-1-tosylindole-2-carbonitriles using DBU and thiophenol
dc.contributor.author | Michaelidou, Sophia S. | en |
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.creator | Michaelidou, Sophia S. | en |
dc.creator | Koutentis, Panayiotis Andreas | en |
dc.date.accessioned | 2019-11-21T06:21:27Z | |
dc.date.available | 2019-11-21T06:21:27Z | |
dc.date.issued | 2010 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55849 | |
dc.description.abstract | Attempted detosylation of the 3-amino-1-(p-tosylamino)indole-2-carbonitriles 4a-c using either K2CO3 in EtOH or DBU in PhH at reflux gives unexpectedly the 3-(N-p-tosylamino)indole-2-carbonitriles 5a-c, respectively in high yields. Nevertheless, treatment of 1-(p-tosylamino)indoles 4a-c with thiophenol and DBU in PhH at reflux gives the detosylated 3-aminoindole-2-carbonitriles 5a-c. Reaction mechanisms supporting the tosyl migration (4→5) and the reductive detosylation (4→2) are proposed. All new compounds are fully characterised. © 2010 Elsevier Ltd. All rights reserved. | en |
dc.source | Tetrahedron | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-77949568856&doi=10.1016%2fj.tet.2010.02.058&partnerID=40&md5=6fd60391d778083e5c4ae9b66329bfad | |
dc.subject | article | en |
dc.subject | migration | en |
dc.subject | priority journal | en |
dc.subject | unclassified drug | en |
dc.subject | synthesis | en |
dc.subject | chemical reaction | en |
dc.subject | indole derivative | en |
dc.subject | cyclization | en |
dc.subject | thiophenol | en |
dc.subject | 3 aminoindole 2 carbonitrile | en |
dc.subject | 3 (n 4 tosylamino)indole 2 carbonitrile | en |
dc.subject | 3 amino 1 tosylindole 2 carbonitrile | en |
dc.subject | detosylation | en |
dc.title | Detosylation of 3-amino-1-tosylindole-2-carbonitriles using DBU and thiophenol | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1016/j.tet.2010.02.058 | |
dc.description.volume | 66 | |
dc.description.issue | 16 | |
dc.description.startingpage | 3016 | |
dc.description.endingpage | 3023 | |
dc.author.faculty | 002 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied Sciences | |
dc.author.department | Τμήμα Χημείας / Department of Chemistry | |
dc.type.uhtype | Article | en |
dc.description.notes | <p>Cited By :7</p> | en |
dc.source.abbreviation | Tetrahedron | en |
dc.contributor.orcid | Koutentis, Panayiotis Andreas [0000-0002-4652-7567] | |
dc.gnosis.orcid | 0000-0002-4652-7567 |
Files in this item
Files | Size | Format | View |
---|---|---|---|
There are no files associated with this item. |