dc.contributor.author | Coyle, Robert | |
dc.contributor.author | McArdle, Patrick | |
dc.contributor.author | Aldabbagh, Fawaz | |
dc.date.accessioned | 2016-04-20T14:10:40Z | |
dc.date.available | 2016-04-20T14:10:40Z | |
dc.date.issued | 2014-05-16 | |
dc.identifier.citation | Robert Coyle, Patrick McArdle, Fawaz Aldabbagh (2014) 'Tandem Reactions via Barton Esters with Intermolecular Addition and Vinyl Radical Substitution onto Indole'. Journal Of Organic Chemistry, 79 :5903-5907. | en_IE |
dc.identifier.issn | 1520-6904 | |
dc.identifier.uri | http://hdl.handle.net/10379/5693 | |
dc.description.abstract | A one-pot initiator-free Barton ester decomposition with tandem radical addition onto alkyl propiolates or phenylacetylene with aromatic substitution of the resultant vinyl radical allows convenient access to new 9-substituted 6,7-dihydropyrido[1,2-a]indoles. Propyl radical cyclizations compete when forming the expanded 7,8-dihydro-6H-azepino[1,2-a]indole system. 2-Thiopyridinyl S-radical is incorporated into aromatic adducts when using unsubstituted indole-1-alkanoic acid precursors. X-ray crystallography on substitution products allows selectivity of the radical addition onto less reactive internal alkynes to be determined. | en_IE |
dc.description.sponsorship | College of Science, National University of Ireland Galway, Postgraduate Scholarship for R.C | en_IE |
dc.format | application/pdf | en_IE |
dc.language.iso | en | en_IE |
dc.publisher | American Chemical Society | en_IE |
dc.relation.ispartof | Journal Of Organic Chemistry | en |
dc.rights | Attribution-NonCommercial-NoDerivs 3.0 Ireland | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/3.0/ie/ | |
dc.subject | Chemistry | en_IE |
dc.subject | Cyclization | en_IE |
dc.subject | Generation | en_IE |
dc.subject | Route | en_IE |
dc.subject | Rings | en_IE |
dc.subject | Acids | en_IE |
dc.title | Tandem reactions via Barton Esters with intermolecular addition and vinyl radical substitution onto indole | en_IE |
dc.type | Article | en_IE |
dc.date.updated | 2016-04-20T13:39:21Z | |
dc.identifier.doi | 10.1021/jo5008543 | |
dc.local.publishedsource | http://pubs.acs.org/doi/abs/10.1021/jo5008543 | en_IE |
dc.description.peer-reviewed | peer-reviewed | |
dc.contributor.funder | |~| | |
dc.internal.rssid | 6776798 | |
dc.local.contact | Fawaz Aldabbagh, Dept. Of Chemistry, Room 111, Arts/Science Building, Nui Galway. 3120 Email: fawaz.aldabbagh@nuigalway.ie | |
dc.local.copyrightchecked | No | |
dc.local.version | ACCEPTED | |
nui.item.downloads | 346 | |