1257982-99-2Relevant academic research and scientific papers
New synthesis of (Z)-and (E)-3-styryl-4-quinolones
Seixas, Raquel S. G. R.,Silva, Artur M. S.,Cavaleiro, José A. S.
scheme or table, p. 2257 - 2262 (2010/11/04)
A novel and efficient route for the synthesis of (Z)-and (E)-3-styryl-4-quinolones is described. Wittig reaction of 4-(chloroquinoline- and quinolone)-3-carbaldehydes with benzylic ylides is the key transformation for this synthetic route. The (Z)-1-methyl-3-styryl-4-quinolone is obtained with high diastereoselectivity from the reaction of 1-methyl-4-quinolone-3- carbaldehyde; while (E)-3-styryl-4-quinolone is prepared through the Wittig reaction of 4-chloroquinoline-3-carbaldehyde followed by acid hydrolysis. Both synthetic routes are efficient regardless of the substituents on the benzylic ylides. Georg Thieme Verlag Stuttgart - New York.
