Synthesis of benzylidenecycloalkan-1-ones and 1,5-diketones under Claisen–Schmidt reaction: Influence of the temperature and electronic nature of arylaldehydes

Annulations involving 1-indanones to access fused- and spiro frameworks

“…During their research with indanone analogues, Lantano and co-workers studied the influence of reaction temperature and electronic nature of aldehydes under classical Claisen–Schmidt condensation conditions. 61 The reaction of 2-arylidene-1-indanones 49 with 1-indanones (R = H, OMe) at room temperature in the presence of aqueous ethanolic NaOH resulted Michael addition product bis-indane-1,5-diketones 108 ( Scheme 29 ). On the other hand, multicomponent reaction between 1-indanone 1 (2 equiv.)…”

Synthesis of 3-Hydroxy-9H-fluorene-2-carboxylates via Michael Reaction, Robinson Annulation, and Aromatization

“…HRMS spectra were determined on a Bruker micrOTOF-QII spectrometer with electrospray ionization. Compound 1a was prepared according to the reported procedure [20].…”

One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives

“…General Procedure for the One-Pot Synthesis of 1,5-Diketones. 17,[22][23][24][25]65,66 To a stirred solution of acetophenone derivatives 1a−t (0.540−0.832 mmol, 1 equiv) in ethanol (EtOH) (1.5 mL), 60% aqueous solution of KOH (0.54−0.832 mmol, 1 equiv) was added and the mixture was stirred at 0 °C for 0.25 h. After the enol is formed, the aldehydes 2a−t (0.54−0.832 mmol, 1 equiv) were added to the reaction solution at the same temperature. Less amount of dichloromethane (0.5 mL) was added to dissolve for those aldehydes such as 2b, 2c, 2e, 2h, 2j, 2p, and 2r, which were not soluble in EtOH.…”