New Highly Diastereoselective Perkin/Michael Addition Domino Reaction between Homophthalic Anhydride and Aromatic Aldehydes: A Facile Approach to Blue‐Fluorescent Dibenzo[<i>c</i>,<i>h</i>]chromenones

Abstract

Abstract A series of new trans ‐11‐aryl‐6‐oxo‐6 H ‐dibenzo[ c , h ]chromene‐12‐carboxylic acids has been synthesised through anew Perkin/Michael addition domino reaction between homophthalic anhydride and aromatic aldehydes. The synthesis is straightforward and gives good overall yields by taking into account the concomitant formation of four C–C, C–O and C=C bonds. The structures of the newly synthesised compounds were established by spectroscopic methods ( 1 H NMR, 13 C NMR and IR) and X‐ray diffraction analysis, and the fluorescent properties were investigated. A probable reaction mechanism including three proven intermediates is proposed.