A benzylation study of 2,3-dichloronaphthazarin

Depending on different reaction time and temperature employed, benzylation of 2,3-dichloronaphthazarin (I) using silver oxide as the catalyst can form either exclusively 5,8-dibenzyloxy-6,7-dichloronaphthalene-1,4-dione (II), or exclusively 5-benzyloxy-2,3-dichloro-8-hydroxynaphthalene-1,4-dione (IV...

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Bibliographic Details
Published inSynthetic communications Vol. 26; no. 10; pp. 1985 - 1993
Main Authors Cheng, CC, Chang, HX, Morton, M, VanderVelde, D
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis 01.05.1996
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:Depending on different reaction time and temperature employed, benzylation of 2,3-dichloronaphthazarin (I) using silver oxide as the catalyst can form either exclusively 5,8-dibenzyloxy-6,7-dichloronaphthalene-1,4-dione (II), or exclusively 5-benzyloxy-2,3-dichloro-8-hydroxynaphthalene-1,4-dione (IV); or a mixture of II and 5,8-dibenzyloxy-2,3-dichloronaphthalene-1,4-dione (III). Structures of these compounds were identified by nmr analysis.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397919608003553