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

dc.contributorUniversidade Estadual Paulista (UNESP)
dc.creatorNihei, K.
dc.creatorKato, M. J.
dc.creatorYamane, T.
dc.creatorPalma, Mario Sergio
dc.creatorKonno, K.
dc.date2014-05-20T15:24:06Z
dc.date2016-10-25T17:58:12Z
dc.date2014-05-20T15:24:06Z
dc.date2016-10-25T17:58:12Z
dc.date2001-07-01
dc.date.accessioned2017-04-05T23:45:26Z
dc.date.available2017-04-05T23:45:26Z
dc.identifierSynlett. Stuttgart: Georg Thieme Verlag Kg, n. 7, p. 1167-1169, 2001.
dc.identifier0936-5214
dc.identifierhttp://hdl.handle.net/11449/34756
dc.identifierhttp://acervodigital.unesp.br/handle/11449/34756
dc.identifier10.1055/s-2001-15158
dc.identifierWOS:000169781500027
dc.identifier2-s2.0-0034935554
dc.identifierhttp://dx.doi.org/10.1055/s-2001-15158
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/878618
dc.descriptionProcedures 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.
dc.languageeng
dc.publisherGeorg Thieme Verlag Kg
dc.relationSynlett
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subject2-nitrobenzenesulfonamide
dc.subject2,4-dinitrobenzenesulfonamide
dc.subjectprotecting groups
dc.subjectdeprotection
dc.subjectprimary amines
dc.title2-nitro- and 2,4-dinitrobenzenesulfonamides as protecting groups for primary amines
dc.typeOtro


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