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Article: Iminophosphorane-mediated efficient synthesis of new tricyclic 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9-ones

TitleIminophosphorane-mediated efficient synthesis of new tricyclic 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9-ones
Authors
Issue Date2006
PublisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/obc
Citation
Organic And Biomolecular Chemistry, 2006, v. 4 n. 1, p. 130-134 How to Cite?
AbstractThe carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with hydrazine to give selectively 6-amino-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-ones 5. Compounds 5 were further transformed to iminophosphoranes 6 by reaction with triphenylphosphine, hexachloroethane and triethylamine. A tandem aza-Wittig reaction of iminophosphorane 6 with isocyanate or acyl chloride generated previously unreported 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9- ones 10 or 12 in satisfactory yield. X-ray structure analysis of 10g verified the proposed structure and the reaction selectivity. © The Royal Society of Chemistry 2006.
Persistent Identifierhttp://hdl.handle.net/10722/182329
ISSN
2015 Impact Factor: 3.559
2015 SCImago Journal Rankings: 1.464
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorZhao, JFen_US
dc.contributor.authorXie, Cen_US
dc.contributor.authorXu, SZen_US
dc.contributor.authorDing, MWen_US
dc.contributor.authorXiao, WJen_US
dc.date.accessioned2013-04-23T08:18:55Z-
dc.date.available2013-04-23T08:18:55Z-
dc.date.issued2006en_US
dc.identifier.citationOrganic And Biomolecular Chemistry, 2006, v. 4 n. 1, p. 130-134en_US
dc.identifier.issn1477-0520en_US
dc.identifier.urihttp://hdl.handle.net/10722/182329-
dc.description.abstractThe carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with hydrazine to give selectively 6-amino-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-ones 5. Compounds 5 were further transformed to iminophosphoranes 6 by reaction with triphenylphosphine, hexachloroethane and triethylamine. A tandem aza-Wittig reaction of iminophosphorane 6 with isocyanate or acyl chloride generated previously unreported 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9- ones 10 or 12 in satisfactory yield. X-ray structure analysis of 10g verified the proposed structure and the reaction selectivity. © The Royal Society of Chemistry 2006.en_US
dc.languageengen_US
dc.publisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/obcen_US
dc.relation.ispartofOrganic and Biomolecular Chemistryen_US
dc.subject.meshCrystallography, X-Rayen_US
dc.subject.meshImines - Chemistryen_US
dc.subject.meshMolecular Structureen_US
dc.subject.meshPhosphoranes - Chemistryen_US
dc.subject.meshPyrimidinones - Chemical Synthesisen_US
dc.titleIminophosphorane-mediated efficient synthesis of new tricyclic 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9-onesen_US
dc.typeArticleen_US
dc.identifier.emailZhao, JF: zhao0065@e.ntu.edu.sgen_US
dc.identifier.authorityZhao, JF=rp01745en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1039/b513715ben_US
dc.identifier.pmid16358007-
dc.identifier.scopuseid_2-s2.0-33645684125en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-33645684125&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume4en_US
dc.identifier.issue1en_US
dc.identifier.spage130en_US
dc.identifier.epage134en_US
dc.identifier.isiWOS:000233968100021-
dc.publisher.placeUnited Kingdomen_US
dc.identifier.scopusauthoridZhao, JF=8393022100en_US
dc.identifier.scopusauthoridXie, C=35099729800en_US
dc.identifier.scopusauthoridXu, SZ=7404439670en_US
dc.identifier.scopusauthoridDing, MW=7202280967en_US
dc.identifier.scopusauthoridXiao, WJ=7202456468en_US

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