dc.contributor.authorSusanti, Dewi
dc.contributor.authorNg, Linda Li Ru
dc.contributor.authorChan, Philip Wai Hong
dc.date.accessioned2014-04-10T04:32:14Z
dc.date.available2014-04-10T04:32:14Z
dc.date.copyright2014en_US
dc.date.issued2014
dc.identifier.citationSusanti, D., Ng, L. L. R., & Chan, P. W. H. (2014). Silica gel-mediated hydroamination/semipinacol rearrangement of 2-alkylaminophenylprop-1-yn-3-ols : synthesis of 2-oxindoles from alkynes and 1-(2-aminophenyl) ketones. Advanced Synthesis & Catalysis, 356(2-3), 353-358.en_US
dc.identifier.issn1615-4150en_US
dc.identifier.urihttp://hdl.handle.net/10220/19218
dc.description.abstract2-Alkylaminophenylprop-1-yn-3-ols, prepared from the lithium diisopropylamide (LDA)-mediated 1,2-addition of alkynes to 1-(2-aminophenyl) ketones, can be converted to 3,3-disubstituted 2-oxindoles by using silica gel in n-hexane/ethyl acetate (20:1 v/v) as the reaction medium. The utility of the approach as a potential scale-up strategy for the synthesis of 2-oxindoles was exemplified by the large-scale synthesis of one adduct in excellent yield. The synthetic applicability of this chemistry was also demonstrated by the recycling of the silica gel up to 8 times with no apparent loss of activity being observed for the same example.en_US
dc.language.isoenen_US
dc.relation.ispartofseriesAdvanced synthesis & catalysisen_US
dc.rights© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.en_US
dc.subjectDRNTU::Science::Chemistry::Organic chemistry
dc.titleSilica gel-mediated hydroamination/semipinacol rearrangement of 2-alkylaminophenylprop-1-yn-3-ols : synthesis of 2-oxindoles from alkynes and 1-(2-aminophenyl) ketonesen_US
dc.typeJournal Article
dc.contributor.schoolSchool of Physical and Mathematical Sciencesen_US
dc.identifier.doihttp://dx.doi.org/10.1002/adsc.201300911


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