Synthesis of 1,3-diketones from 3-(4-R-phenyl)propionic acids.

Kim, D.; Shokova, E.; Tafeenko, V.; Kovalev, V.

Self-acylation of 3-(4-R-phenyl)propionic acids (R = H, Br, 1-adamantyl) in trifluoroacetic anhydride catalyzed by trifluoromethanesulfonic acid provides a simple and efficient synthesis of 1,3-diketones. Indan-1-ones formed in the first step undergo acylation to give the corresponding 2-(3-phenyl-1-oxopropyl) indan-1-ones as the major products. One-pot synthesis of polysubstituted pyrazoles directly from 3-(4-R-phenyl)propionic acids is described.

PROPIONIC acid; CHEMICAL reactions; ACYLATION; ANHYDRIDES; ORGANIC chemistry

Russian Journal of Organic Chemistry, 2014, Vol 50, Issue 4, p464

1070-4280

Academic Journal

10.1134/S1070428014040022