Photochemical approach to the cyclohepta[b]indole scaffold by annulative two-carbon ring-expansion

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dc.contributor.authorTymann, Dina Christina
dc.contributor.authorBenedix, Lars
dc.contributor.authorIovkova, Lyuba
dc.contributor.authorPallach, Roman
dc.contributor.authorHenke, Sebastian
dc.contributor.authorTymann, David
dc.contributor.authorHiersemann, Martin
dc.date.accessioned2021-07-19T11:10:30Z
dc.date.available2021-07-19T11:10:30Z
dc.date.issued2020-05-28
dc.description.abstractWe report on the implementation of the concept of a photochemically elicited two-carbon homologation of a π-donor–π-acceptor substituted chromophore by triple-bond insertion. Implementing a phenyl connector between the slide-in module and the chromophore enabled the synthesis of cylohepta[b]indole-type building blocks by a metal-free annulative one-pot two-carbon ring expansion of the five-membered chromophore. Post-irradiative structural elaboration provided founding members of the indolo[2,3-d]tropone family of compounds. Control experiments in combination with computational chemistry on this multibond reorganization process founded the basis for a mechanistic hypothesis.en
dc.identifier.urihttp://hdl.handle.net/2003/40326
dc.identifier.urihttp://dx.doi.org/10.17877/DE290R-22201
dc.language.isoende
dc.relation.ispartofseriesChemistry - a european journal;Vol. 26. 2020, Issue 52, pp 11974-11978
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectCascade reactionsen
dc.subjectCyclohepta[b]indoleen
dc.subjectIndole[2,3-d]troponeen
dc.subjectPhotochemistryen
dc.subjectRing expansionen
dc.subject.ddc540
dc.titlePhotochemical approach to the cyclohepta[b]indole scaffold by annulative two-carbon ring-expansionen
dc.typeTextde
dc.type.publicationtypearticlede
dcterms.accessRightsopen access
eldorado.secondarypublicationtruede
eldorado.secondarypublication.primarycitationChemistry - a european journal. Vol. 26. 2020, Issue 52, pp 11974-11978en
eldorado.secondarypublication.primaryidentifierhttps://doi.org/10.1002/chem.202002581de

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