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

Show simple item record McCaw, Patrick G. Buckley, Naomi M. Eccles, Kevin S. Lawrence, Simon E. Maguire, Anita R. Collins, Stuart G. 2017-03-21T16:09:04Z 2017-03-21T16:09:04Z 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', Journal of Organic Chemistry, 82(7), pp. 3666-3679. doi:10.1021/acs.joc.7b00172 en
dc.identifier.volume 82
dc.identifier.issued 7
dc.identifier.startpage 3666
dc.identifier.endpage 3679
dc.identifier.issn 0022-3263
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 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: en
dc.internal.availability Full text available en Access to this article is restricted until 12 months after publication by the request of the author. en 2018-03-08 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 en
dc.internal.IRISemailaddress en

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