42522-05-4Relevant academic research and scientific papers
Demethylation of 2,4-dimethoxyquinolines: the synthesis of atanine.
Jones, Keith,Roset, Xavier,Rossiter, Sharon,Whitfield, Philip
, p. 4380 - 4383 (2007/10/03)
The synthesis of the quinoline alkaloid atanine 6, by selective demethylation of the 2,4-dimethoxyquinoline 11 is presented. An alternative demethylation utilising a thiolate anion leads to the regioisomeric 4-hydroxyquinoline 13.
A NOVEL PHOTOCHEMICAL PRENYLATION REACTION OF HETEROAROMATICS INVOLVING AN ENONE FUNCTION IN THEIR RING SYSTEM
Naito, Toshihiko,Momose, Yu,Kaneko, Chikara
, p. 1531 - 1534 (2007/10/02)
In a novel photochemical prenylation of heteroaromatics involving an enone function in their ring system, the key step is an acid-catalyzed C-C bond fission in the head-to-tail adduct formed by photocycloaddition of these heteroaromatics to 2-methyl-3-buten-2-ol to give the heteroaromatics having a 3-methylbut-2-enyl function (or its equivalent) at the α-position of the enone system.Examples using 2-quinolones, 2-pyridones, and coumarins are reported.KEYWORDS---photochemical synthesis; photochemical prenylation; 3,3-dimethylallyalation of heteroaromatics; photochemical 2+2 cycloaddition; 3-(3-methylbut-2-enyl)-2-quinolones; 2-methyl-3-buten-2-ol as prenylation reagent; synthesis of khaplofoline
