2-nitro- and 2,4-dinitrobenzenesulfonamides as protecting groups for primary amines

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dc.contributor.authorNihei, K.
dc.contributor.authorKato, M. J.
dc.contributor.authorYamane, T.
dc.contributor.authorPalma, Mario Sergio [UNESP]
dc.contributor.authorKonno, K. [UNESP]
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionInstituto Butantan
dc.date.accessioned2014-05-20T15:24:06Z
dc.date.available2014-05-20T15:24:06Z
dc.date.issued2001-07-01
dc.description.abstractProcedures for the deprotection of the 2-nitro- and 2,4-dinitrobenzenesulfonamides to give the corresponding primary amines were developed. The 2-Nitrobenzenesulfonyl group was effectively removed by HSCH2CH2OH/DBU or PhSH/Cs2CO3 in DMF under mild conditions to give the corresponding primary amines in high to excellent yield. For removal of the 2,4-dinitrobrnzenesulfonyl group, the use of thiol alone (HSCH2CH2OH or PhSH) was quite effective. Selective deprotection of 2,4-dinitrobenzene-sulfonamide in the presence of 2-nitrobznzenesulfonamide has also been achieved.en
dc.description.affiliationCenter of Study of Social Insects, Institute of Biosciences of Rio Claro, São Paulo State University
dc.description.affiliationUniv São Paulo, Inst Chem, BR-05508900 São Paulo, Brazil
dc.description.affiliationInst Butantan, Mol Toxicol Lab, BR-05503900 São Paulo, Brazil
dc.description.affiliationUnespCenter of Study of Social Insects, Institute of Biosciences of Rio Claro, São Paulo State University
dc.format.extent1167-1169
dc.identifierhttp://dx.doi.org/10.1055/s-2001-15158
dc.identifier.citationSynlett. Stuttgart: Georg Thieme Verlag Kg, n. 7, p. 1167-1169, 2001.
dc.identifier.doi10.1055/s-2001-15158
dc.identifier.issn0936-5214
dc.identifier.lattes2901888624506535
dc.identifier.scopus2-s2.0-0034935554
dc.identifier.urihttp://hdl.handle.net/11449/34756
dc.identifier.wosWOS:000169781500027
dc.language.isoeng
dc.publisherGeorg Thieme Verlag Kg
dc.relation.ispartofSynlett
dc.relation.ispartofjcr2.369
dc.relation.ispartofsjr0,830
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.subject2-nitrobenzenesulfonamidept
dc.subject2,4-dinitrobenzenesulfonamidept
dc.subjectprotecting groupspt
dc.subjectdeprotectionpt
dc.subjectprimary aminespt
dc.title2-nitro- and 2,4-dinitrobenzenesulfonamides as protecting groups for primary aminesen
dc.typeArtigo
dcterms.licensehttp://www.thieme.de/fz/_pdf/thieme_ir_policy_english.pdf
dcterms.rightsHolderGeorg Thieme Verlag Kg
unesp.author.lattes2901888624506535

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Rio Claro - CEIS - Centro de Estudos de Insetos Sociais