Microwave-induced CAN promoted atom-economic synthesis of 1H-benzo[b]xanthene and 4H-benzo[g]chromene derivatives of N-allyl quinolone and their antimicrobial activity

Bioactive 2-pyridone-containing heterocycle syntheses using multicomponent reactions

“…On the other hand, N -allylquinolone derivatives 32 and 34 obtained by a solvent-free microwave-assisted multicomponent process and discussed in Section 2.2. Antibacterial activity (Scheme 7), 59 were also screened for their antifungal activity against Candida albicans , Aspergillus niger , and Aspergillus clavatus using Nystatin as a standard drug. The compounds 32a (R = R 1 = H) and 34a (R = H, R 2 = CN) showed a moderate activity against Candida albicans with a MIC value of 250 μg mL −1 , in comparison to Nystatin (MIC = 100 μg mL −1 ).…”

“…Lastly, compounds 30e In a similar way to previously mentioned, 58 the same authors reported the solventless synthesis of N-allylquinolone derivatives 32 in 80-87% yields through a solventless threecomponent reaction of N-allyl quinolone-3-carbaldehydes 27, cyclohexane-1,3-dione derivatives 28, and 2-hydroxy-1,4naphthoquinone 31 catalyzed by ceric ammonium nitrate (5 mol%) in a microwave oven at 420 W for 6 min (Scheme 7A). 59 This multicomponent approach was successfully extended to malononitrile/iso-propylcyanoacetate 2/33 under similar reaction conditions at 420 W for 4 min to give N-allylquinolone derivatives 34 in 81-88% yields. This methodology was distinguished by its high yields, short reaction times, and solvent-free conditions.…”

Ceric Ammonium Nitrate (CAN)–Catalyzed Multicomponent Reactions: An Efficient Catalyst for Green Organic Synthesis

“…This reaction was carried out in the presence of CAN (5 mol%) under solvent-free conditions (Scheme 18). [74] During the optimization of the reaction condition, the best outcome was obtained, when the reaction was carried out with 5.0 mol% of CAN under microwave irradiation at 420 W for 6 and 4 min for 27 and 28, respectively. The authors have tested all the derivatives of 27 and 28 against a panel of pathogenic strains of bacteria and fungi using by micro dilution minimum inhibitory concentration method.…”

Lawsone in organic synthesis

“…256 Li et al 257 À ] as solvent, from which they produced dibenzo-acridines (135a-g) in good yields (Scheme 37). These reactions were also studied by other research groups in the presence of various catalysts [258][259][260] and ionic liquids. 261 The dibenzo-acridines can also be prepared by the recently described multicomponent reactions 262 developed by Dabiri et al, who reported the reactions of 1 with indoles, in place of aldehydes, and 1-H-pyrazol-5-amines in the presence of L-proline as catalyst.…”