Synthesis of novel azaxanthones derived from N-hydroxyazoles

The synthesis of a new class of azaxanthones is presented. The N– O functionality of 1-hydroxypyrazole and 1-hydroxy-1,2,3-triazole was used to direct metalation and subsequently incorporated in the new ring systems. The synthesis of a new class of azaxanthones incorporating the N– O functionality o...

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Bibliographic Details
Published inTetrahedron Vol. 58; no. 12; pp. 2397 - 2404
Main Authors Kristensen, Jesper L, Vedsø, Per, Begtrup, Mikael
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 18.03.2002
Elsevier
Subjects
anionic ring closure
azaxanthones
Chemistry
Chemistry, Organic
cyclisations
Physical Sciences
Science & Technology
cyclisations
anionic ring closure
azaxanthones
ROUTE
METALATION
BASES
ANIONIC FRIEDEL-CRAFTS
ACYLATION
1-(BENZYLOXY)PYRAZOLES
DIRECTED ORTHO LITHIATION
EQUIVALENTS
REARRANGEMENT
DIARYL ETHERS
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Summary:The synthesis of a new class of azaxanthones is presented. The N– O functionality of 1-hydroxypyrazole and 1-hydroxy-1,2,3-triazole was used to direct metalation and subsequently incorporated in the new ring systems. The synthesis of a new class of azaxanthones incorporating the N– O functionality of N-hydroxyazoles is presented.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(02)00034-0