13161-83-6Relevant articles and documents
Easy access to pyranoacridines, pyranoxanthenes, and arylchromenes through a domino reaction
Commandeur, Claude,Florent, Jean-Claude,Rousselle, Patricia,Bertounesque, Emmanuel
supporting information; experimental part, p. 1447 - 1451 (2011/04/25)
A series of pyrano[2,3,4-kl]acridines has been synthesized through an unprecedented domino reaction involving1-hydroxy-3-methoxy-10-methylacridone and Grignard reagents. This method has been successfully applied to xanthone, anthracenone, and benzophenone
Antitumour polycyclic acridines. Palladium(0) mediated syntheses of quino[4,3,2-kl]acridines bearing peripheral substituents as potential telomere maintenance inhibitors
Heald, Robert A.,Stevens, Malcolm F.G.
, p. 3377 - 3389 (2007/10/03)
Pd(0) mediated couplings between substituted 2-(pivaloylamino)benzeneboronic acids and 3,6-disubstituted-10-methylacridones 13 bearing a bromo or trifluoromethylsulfonyloxy substituent in the 1-position yield intermediate 1-arylacridones 16 which can be c
Natural Product Chemistry, 143 Convenient Synthesis of Isoacronycine and Some Other New Acridone Derivatives
Reisch, Johannes,Herath, H. M. T. Bandara,Kumar, N. Savitri
, p. 685 - 690 (2007/10/02)
The iodination of 1,3-dihydroxy-9-acridone (1), 1-hydroxy-3-methoxy-10-methyl-9-acridone (2) and 1,3-dihydroxy-10-methyl-9-acridone (3) yields 1,3-dihydroxy-2,4-diiodo-9-acridone (4), 1-hydroxy-2-iodo-3-methoxy-10-methyl-9-acridone (5) and 1,3-dihydroxy-2-iodo-10-methyl-9-acridone (6), respectively.The methylation of 4 and 5 gives 2,4-diiodo-1,3-dimethoxy-10-methyl-9-acridone (7) and 2-iodo-1,3-dimethoxy-10-methyl-9-acridone (9), respectively.The direct C-C coupling of 2-methyl-3-buten-2-ol to the compounds 5, 7 and 9 by palladium catalysed Heck condensation method gives three new acridone derivatives 1-hydroxy-2-(3-hydroxy-3-methyl-1-butenyl)-3-methoxy-10-methyl-9-acridone (10), 2,4-bis(3-hydroxy-3-methyl-1-butenyl)-1,3-dimethoxy-10-methyl-9-acridone (12) and 2-(3-hydroxy-3-methyl-1-butenyl)-1,3-dimethoxy-10-methyl-9-acridone (13) while compound 6 is converted into isonoracronycine (11).The methylation of 11 yields isoacronycine (14). Key words: Acridone alkaloids / Heck condensation / Isonoracronycine / Isoacronycine