A novel method for the synthesis of 2,3-benzo-1,3a,6a-triazapentalenes through Pummerer-type reactions of gamma-(benzotriazol-1-yl)allylic sulfoxides
DC Field | Value | Language |
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dc.contributor.author | Kim, T | - |
dc.contributor.author | Kim, K | - |
dc.contributor.author | Park, Y | - |
dc.date.available | 2021-02-22T16:32:13Z | - |
dc.date.issued | 2002-02 | - |
dc.identifier.issn | 1434-193X | - |
dc.identifier.issn | 1099-0690 | - |
dc.identifier.uri | https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/16440 | - |
dc.description.abstract | Treatment of 1-(arylmethyl)benzotriazoles 1 with nBuLi in THF at -78 degreesC, followed by addition of 1-aryl-2-chloroethanones, gave diastereomeric mixtures of 1-[(aryl)(benzotriazol-1-yl)methyl]oxiranes 2. Treatment of 2 with nBuLi in THF at -78 degreesC, followed by acidification, afforded a mixture of (E)- and (Z)-allylic alcohols 3, which were converted into 1,2-disubstituted 2-(alkyl- or aryl)-t-(benzotriazol-1-yl)-3-sulfanylpropenes 5 via the corresponding allylic chlorides 4. Oxidation of sulfides 5 by mCPBA in CH2Cl2 at room temperature, followed by treatment with trifluoroacetic anhydride (TFAA) at room temperature, gave the title compounds in good yields. It was found that treatment of the title compounds with Raney-Ni in EtOH under hydrogen at reflux gave 2- (pyrazol-1-yl) aniline derivatives in excellent yields. | - |
dc.format.extent | 10 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | A novel method for the synthesis of 2,3-benzo-1,3a,6a-triazapentalenes through Pummerer-type reactions of gamma-(benzotriazol-1-yl)allylic sulfoxides | - |
dc.type | Article | - |
dc.publisher.location | 독일 | - |
dc.identifier.doi | 10.1002/1099-0690(20022)2002:3<493::AID-EJOC493>3.0.CO;2-B | - |
dc.identifier.scopusid | 2-s2.0-0036167726 | - |
dc.identifier.wosid | 000173694500013 | - |
dc.identifier.bibliographicCitation | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2002, no.3, pp 493 - 502 | - |
dc.citation.title | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | - |
dc.citation.volume | 2002 | - |
dc.citation.number | 3 | - |
dc.citation.startPage | 493 | - |
dc.citation.endPage | 502 | - |
dc.type.docType | Article | - |
dc.description.isOpenAccess | N | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.subject.keywordPlus | SYSTEM | - |
dc.subject.keywordPlus | CHEMISTRY | - |
dc.subject.keywordPlus | NITRENES | - |
dc.subject.keywordAuthor | betaines | - |
dc.subject.keywordAuthor | electrophilic additions | - |
dc.subject.keywordAuthor | epoxidations | - |
dc.subject.keywordAuthor | heterocycles | - |
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