New route to synthesis of unexpected 1,5-bis(1-benzofuran-2-yl) pentane-1,5-dione derivatives: Their structure determination with spectroscopic and X-ray methods

Abstract

The new 1,5-bis(1-benzofuran-2-yl)-1,5-dione derivatives were obtained by the reaction of 2-acetyl benzofuran derivatives (1a–b) and suitable aromatic aldehyde derivatives (2-pyridinecarboxaldehyde, 2-fluoro and 3-fluorobenzaldehyde) in the presence of sodium hydroxide as the base. Importantly, a new process was explored for the synthesis of new bis benzofuran dione derivatives. The structures of the compounds was identified with infrared (IR), 1H-NMR, 13C-NMR, HSQC and HMBC spectroscopic methods and elemental analysis. A representative X-ray crystallographic analysis of 3c was given, and its X-ray data were discussed in detail.