Repository logo
 
Publication

Synthesis of Non-symmetrical Dispiro-1,2,4,5-Tetraoxanes and Dispiro-1,2,4-Trioxanes Catalyzed by Silica Sulfuric Acid

2021Journal article Restricted access
Simple item page
dc.contributor.authorAmado, PatrĂ­cia
dc.contributor.authorFrija, LuĂ­s M. T.
dc.contributor.authorCoelho, Jaime A. S.
dc.contributor.authorO’Neill, Paul M.
dc.contributor.authorCristiano, Maria De Lurdes
dc.date.accessioned2021-09-28T09:01:31Z
dc.date.available2021-09-28T09:01:31Z
dc.date.issued2021
dc.description.abstractA novel protocol for the preparation of nonsymmetrical 1,2,4,5-tetraoxanes and 1,2,4-trioxanes, promoted by the heterogeneous silica sulfuric acid (SSA) catalyst, is reported. Different ketones react under mild conditions with gemdihydroperoxides or peroxysilyl alcohols/beta-hydroperoxy alcohols to generate the corresponding endoperoxides in good yields. Our mechanistic proposal, assisted by molecular orbital calculations, at the.B97XD/def2-TZVPP/PCM(DCM)// B3LYP/6-31G(d) level of theory, enhances the role of SSA in the cyclocondensation step. This novel procedure differs from previously reported methods by using readily available and inexpensive reagents, with recyclable properties, thereby establishing a valid alternative approach for the synthesis of new biologically active endoperoxides.pt_PT
dc.description.sponsorshipALG-01-0145-FEDER-022121; IST-ID/115/2018
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.doi10.1021/acs.joc.1c01258pt_PT
dc.identifier.eissn1520-6904
dc.identifier.urihttp://hdl.handle.net/10400.1/17165
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.relationCoimbra Chemistry Center
dc.relationCentro de QuĂ­mica Estrutural
dc.relationA Chemical Proteomics Approach to Defining the Mechanism of Artemisinin Action and Resistance in PfK13 Resistant parasites
dc.relationCARB[F]CARB: Fluorinating Carbohydrates for Combating Antibiotic Resistant Bacteria
dc.titleSynthesis of Non-symmetrical Dispiro-1,2,4,5-Tetraoxanes and Dispiro-1,2,4-Trioxanes Catalyzed by Silica Sulfuric Acidpt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleCoimbra Chemistry Center
oaire.awardTitleCentro de QuĂ­mica Estrutural
oaire.awardTitleA Chemical Proteomics Approach to Defining the Mechanism of Artemisinin Action and Resistance in PfK13 Resistant parasites
oaire.awardTitleCARB[F]CARB: Fluorinating Carbohydrates for Combating Antibiotic Resistant Bacteria
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00313%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00100%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//SFRH%2FBD%2F130407%2F2017/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/CEEC IND 3ed/2020.02383.CEECIND%2FCP1595%2FCT0005/PT
oaire.citation.endPage10620pt_PT
oaire.citation.issue15pt_PT
oaire.citation.startPage10608pt_PT
oaire.citation.titleThe Journal of Organic Chemistrypt_PT
oaire.citation.volume86pt_PT
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStreamCEEC IND 3ed
person.familyNameMenalha Amado
person.familyNameCristiano
person.givenNamePatrĂ­cia Sofia
person.givenNameMaria de Lurdes
person.identifier.ciencia-id8617-A360-B70A
person.identifier.ciencia-idE411-6006-5A01
person.identifier.orcid0000-0002-7307-9210
person.identifier.orcid0000-0002-9447-2855
person.identifier.ridG-2345-2012
person.identifier.scopus-author-id9238724800
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a CiĂȘncia e a Tecnologia
project.funder.nameFundação para a CiĂȘncia e a Tecnologia
project.funder.nameFundação para a CiĂȘncia e a Tecnologia
project.funder.nameFundação para a CiĂȘncia e a Tecnologia
rcaap.rightsrestrictedAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublication5b28f1eb-1d56-4094-8242-2d1163618e5f
relation.isAuthorOfPublicationb16751a6-748e-44b0-9c59-058cbd5b2cc3
relation.isAuthorOfPublication.latestForDiscovery5b28f1eb-1d56-4094-8242-2d1163618e5f
relation.isProjectOfPublicationb51127ea-4b81-426d-b507-ff3d6b5b186b
relation.isProjectOfPublicationdf39fd72-bd68-4aaf-8b89-25d17b8c5ebd
relation.isProjectOfPublication5358320e-020a-450c-b91e-969453711e3f
relation.isProjectOfPublication1b679848-811c-4f7c-a1cc-8268b78cafff
relation.isProjectOfPublication.latestForDiscoverydf39fd72-bd68-4aaf-8b89-25d17b8c5ebd

Files

Original bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
acs.joc.pdf
Size:
2.43 MB
Format:
Adobe Portable Document Format
Download

Collections

FCT2-Artigos (em revistas ou actas indexadas)
CCM2-Artigos (em revistas ou actas indexadas)