A convenient access to benzo-substituted phthalazines as potential precursors to DNA intercalators

2-Nitro-5-methoxybenzaldehyde is converted to amines 2 and 7 via two alternative routes. Upon diazotisation and Sandmeyer reaction, halides 4 and 9 are formed, which, through lithiation and formylation lead to the o-phthalaldehyde. Further cyclisation with hydrazine gives the 5-methoxy-substituted p...

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Bibliographic Details
Published inTetrahedron letters Vol. 42; no. 37; pp. 6589 - 6592
Main Authors Tsoungas, Petros G, Searcey, Mark
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 10.09.2001
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
AGENTS
NITRITE
CONVERSION
ARYL HALIDES
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Summary:2-Nitro-5-methoxybenzaldehyde is converted to amines 2 and 7 via two alternative routes. Upon diazotisation and Sandmeyer reaction, halides 4 and 9 are formed, which, through lithiation and formylation lead to the o-phthalaldehyde. Further cyclisation with hydrazine gives the 5-methoxy-substituted phthalazine. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)01302-8