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Article: Base-catalyzed, efficient synthesis of 5-substituted 3,6-dihydro-7H-1,2,3- triazolo[4,5-d]pyrimidin-7-ones

TitleBase-catalyzed, efficient synthesis of 5-substituted 3,6-dihydro-7H-1,2,3- triazolo[4,5-d]pyrimidin-7-ones
Authors
KeywordsAza-Wittig Reactions
Cyclizations
Guanines
Heterocycles
Imides
Pyrimidines
Issue Date2005
PublisherGeorg Thieme Verlag. The Journal's web site is located at www.thieme-chemistry.com
Citation
Synthesis, 2005 n. 15, p. 2544-2548 How to Cite?
AbstractThe carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with secondary amines or ROH to give 5-dialkylamino or 5-alkoxy 7H-1,2,3-triazolo[4,5-d]pyrimidin-7-ones 4 in the presence of a catalytic amount of EtONa in a mixed solvent (CH 2Cl2-ROH). Reactions of 2 with phenols in presence of catalytic potassium carbonate in MeCN gave 5-aryloxy-7H-1,2,3-triazolo[4,5-d] pyrimidin-7-ones 4 in satisfactory yields. © Georg Thieme Verlag Stuttgart.
Persistent Identifierhttp://hdl.handle.net/10722/182327
ISSN
2015 Impact Factor: 2.652
2015 SCImago Journal Rankings: 1.115
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorZhao, JFen_US
dc.contributor.authorXie, Cen_US
dc.contributor.authorDing, MWen_US
dc.contributor.authorHe, HWen_US
dc.date.accessioned2013-04-23T08:18:54Z-
dc.date.available2013-04-23T08:18:54Z-
dc.date.issued2005en_US
dc.identifier.citationSynthesis, 2005 n. 15, p. 2544-2548en_US
dc.identifier.issn0039-7881en_US
dc.identifier.urihttp://hdl.handle.net/10722/182327-
dc.description.abstractThe carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with secondary amines or ROH to give 5-dialkylamino or 5-alkoxy 7H-1,2,3-triazolo[4,5-d]pyrimidin-7-ones 4 in the presence of a catalytic amount of EtONa in a mixed solvent (CH 2Cl2-ROH). Reactions of 2 with phenols in presence of catalytic potassium carbonate in MeCN gave 5-aryloxy-7H-1,2,3-triazolo[4,5-d] pyrimidin-7-ones 4 in satisfactory yields. © Georg Thieme Verlag Stuttgart.en_US
dc.languageengen_US
dc.publisherGeorg Thieme Verlag. The Journal's web site is located at www.thieme-chemistry.comen_US
dc.relation.ispartofSynthesisen_US
dc.subjectAza-Wittig Reactionsen_US
dc.subjectCyclizationsen_US
dc.subjectGuaninesen_US
dc.subjectHeterocyclesen_US
dc.subjectImidesen_US
dc.subjectPyrimidinesen_US
dc.titleBase-catalyzed, efficient synthesis of 5-substituted 3,6-dihydro-7H-1,2,3- triazolo[4,5-d]pyrimidin-7-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.doi10.1055/s-2005-872077en_US
dc.identifier.scopuseid_2-s2.0-26844510768en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-26844510768&selection=ref&src=s&origin=recordpageen_US
dc.identifier.issue15en_US
dc.identifier.spage2544en_US
dc.identifier.epage2548en_US
dc.identifier.isiWOS:000232503200014-
dc.publisher.placeGermanyen_US
dc.identifier.scopusauthoridZhao, JF=8393022100en_US
dc.identifier.scopusauthoridXie, C=35099729800en_US
dc.identifier.scopusauthoridDing, MW=7202280967en_US
dc.identifier.scopusauthoridHe, HW=7402291797en_US

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