A convenient regioselective synthesis of pyrano[3,2- b]acridones involving nucleophilic addition to benzyne

Acridone 8 was prepared by the nucleophilic addition of aniline 4 to benzyne 5. Hydrolysis of the ester group, followed by cyclisation gave the acridone 8, which was subsequently converted to the pyrano[3,2-b]acridin-4-ones 11 and 17. Graphic

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Bibliographic Details
Published inTetrahedron letters Vol. 40; no. 38; pp. 7003 - 7006
Main Authors Rudas, Mónika, Nyerges, Miklós, Tőke, László, Pete, Béla, Groundwater, Paul W.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 17.09.1999
Elsevier
Subjects
acridines
alkaloids
arynes
Chemistry
Chemistry, Organic
Physical Sciences
pyrones
Science & Technology
pyrones
arynes
acridines
alkaloids
ACRIDONE
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Summary:Acridone 8 was prepared by the nucleophilic addition of aniline 4 to benzyne 5. Hydrolysis of the ester group, followed by cyclisation gave the acridone 8, which was subsequently converted to the pyrano[3,2-b]acridin-4-ones 11 and 17. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(99)01424-0