Synthesis of cyclic alpha-diazo-beta-keto sulfoxides in batch and continuous flow

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dc.contributor.author McCaw, Patrick G.
dc.contributor.author Buckley, Naomi M.
dc.contributor.author Eccles, Kevin S.
dc.contributor.author Lawrence, Simon E.
dc.contributor.author Maguire, Anita R.
dc.contributor.author Collins, Stuart G.
dc.date.accessioned 2017-03-21T16:09:04Z
dc.date.available 2017-03-21T16:09:04Z
dc.date.issued 2017-03-08
dc.identifier.citation McCaw, P. G., Buckley, N. M., Eccles, K. S., Lawrence, S. E., Maguire, A. R. and Collins, S. G. (2017) 'Synthesis of cyclic alpha-diazo-beta-keto sulfoxides in batch and continuous flow', The Journal of Organic Chemistry. Article in Press. doi:10.1021/acs.joc.7b00172 en
dc.identifier.issn 0022-3263
dc.identifier.uri http://hdl.handle.net/10468/3795
dc.identifier.doi 10.1021/acs.joc.7b00172
dc.description.abstract Diazo transfer to beta–keto sulfoxides to form stable isolable alpha-diazo-beta-keto sulfoxides has been achieved for the first time. Both monocyclic and benzofused ketone derived beta-keto sulfoxides were successfully explored as substrates for diazo transfer. Use of continuous flow leads to isolation of the desired compounds in enhanced yields relative to standard batch conditions, with short reaction times, increased safety profile and potential to scale up. en
dc.description.sponsorship Irish Research Council (Project ID GOIPG/2013/244); Science Foundation Ireland (grant: SFI SSPC2 12/RC/2275) en
dc.format.mimetype application/pdf en
dc.language.iso en en
dc.publisher American Chemical Society en
dc.rights This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/acs.joc.7b00172 en
dc.subject Diazo transfer en
dc.subject Continuous flow en
dc.subject Amberlyst A21 en
dc.subject α-diazo-β-keto-sulfoxide en
dc.title Synthesis of cyclic alpha-diazo-beta-keto sulfoxides in batch and continuous flow en
dc.type Article (peer-reviewed) en
dc.internal.authorcontactother Anita Maguire, Vice President For Research, University College Cork, Cork, Ireland. +353-21-490-3000 Email: a.maguire@ucc.ie en
dc.internal.availability Full text available en
dc.check.info Access to this article is restricted until 12 months after publication by the request of the author. en
dc.check.date 2018-03-08
dc.date.updated 2017-03-21T15:56:05Z
dc.description.version Accepted Version en
dc.internal.rssid 387999487
dc.contributor.funder Science Foundation Ireland en
dc.contributor.funder Irish Research Council
dc.description.status Peer reviewed en
dc.identifier.journaltitle The Journal of Organic Chemistry en
dc.internal.copyrightchecked Yes !!CORA!! en
dc.internal.licenseacceptance Yes en
dc.internal.IRISemailaddress a.maguire@ucc.ie en
dc.internal.IRISemailaddress simon.lawrence@ucc.ie en
dc.internal.bibliocheck Article in press March 2017. Check and update volume, page numbers, and citation details


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