Synthesis of 7,12-dihydro-12-phenyl-5H-6,12-methanodibenz[c,f]azocines via N,N-dibenzylphenacylamines

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dc.contributor.buuauthorCoşkun, Necdet
dc.contributor.buuauthorBüyükuysal, Levent
dc.contributor.departmentUludağ Üniversitesi/Fen Edebiyat Fakültesi/Kimya Bölümü.tr_TR
dc.contributor.departmentUludağ Üniversitesi/Tıbbi Farmakoloji Anabilim Dalı.tr_TR
dc.contributor.scopusid7004177880tr_TR
dc.contributor.scopusid6507171811tr_TR
dc.date.accessioned2021-09-13T08:06:15Z
dc.date.available2021-09-13T08:06:15Z
dc.date.issued1998-01-01
dc.description.abstractN,N-Dibenzylphenacylamines (1) were prepared in high yields by a one-pot reaction and cyclized at room temperature to give 7,12-dihydro-l2-phenyl-5H-6,1 2-methanodibenz[c,f]azocines in high yields. 95% H2SO4 or 70% HClO4 was used as cycIization catalysts. The double-cyclization proceeds smoothly in the cases where electron-donating groups are present in both benzene ring. N-2,3-dimethoxybenzyl-N-benzylphenacylamine (1f) gave the corresponding N-benzyl-1,2-dihydro-4-phenylisoquinoline on treatment with 95% H2SO4 while N-3,4-Dimethoxybenzyl-N-benzylphenacylamine (1a) at the same reaction conditions and reaction time cyclized to the corresponding dibenzazocine. However 1a gave the corresponding dihydroisoquinoline which disproportionates to give N-benzyl-1,2,3,4-tetrahydro-4-phenylisoquinoline and N-benzyl-4-phenylisoquinolinium when treated with 70% perchloric acid al room temperature.en_US
dc.identifier.citationCoşkun, N. ve Büyükuysal, L. (1998). "Synthesis of 7,12-dihydro-12-phenyl-5H-6,12-methanodibenz[c,f]azocines via N,N-dibenzylphenacylamines". Heterocycles, 48(1), 53-59.en_US
dc.identifier.endpage59tr_TR
dc.identifier.issn0385-5414
dc.identifier.issue1tr_TR
dc.identifier.scopus2-s2.0-4544242589tr_TR
dc.identifier.startpage53tr_TR
dc.identifier.urihttps://doi.org/10.3987/COM-97-7986
dc.identifier.urihttps://www.heterocycles.jp/newlibrary/libraries/abst/06713
dc.identifier.urihttp://hdl.handle.net/11452/21878
dc.identifier.volume48tr_TR
dc.identifier.wos000071802800009tr_TR
dc.indexed.scopusScopusen_US
dc.indexed.wosSCIEen_US
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Scienceen_US
dc.relation.journalHeterocyclesen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergitr_TR
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectChemistryen_US
dc.subject.scopusTetrahydroisoquinoline Derivative; Synthetic Chemistry Techniques; Isolationen_US
dc.subject.wosChemistry, organicen_US
dc.titleSynthesis of 7,12-dihydro-12-phenyl-5H-6,12-methanodibenz[c,f]azocines via N,N-dibenzylphenacylaminesen_US
dc.typeArticle
dc.wos.quartileQ3en_US

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